The 9 Best Leather Dress Boots for Men, All Under $500

<!DOCTYPE html> <html lang="en-US"> <head> <title>The 9 Best Leather Dress Boots for Men, All Under $500</title> <meta charset="UTF-8"> <meta name="viewport" content="width=device-width, initial-scale=1" > <meta name="title" content="The 9 best leather dress boots for men, all under $500" > <meta name="datePublished" content="2023-09-15T18:42:44Z" > <meta name="dateModified" content="2024-09-24T20:32:58Z" > <meta name="news_keywords" content="Style (Reviews), Reviews" > <meta name="description" content="The best leather dress boots will last years when you take proper care of them. 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Inc.","foundingDate":"2007","url":"www.businessinsider.com","sameAs":["https://www.instagram.com/businessinsider","https://www.twitter.com/businessinsider","https://www.facebook.com/businessinsider","https://www.linkedin.com/company/businessinsider","https://www.youtube.com/@BusinessInsider"],"founder":{"@type":"Person","name":"Henry Blodget"},"logo":{"@type":"ImageObject","url":"https://www.businessinsider.com/public/assets/logos/structured-data.png"}},"headline":"The 9 best leather dress boots for men, all under $500","alternativeHeadline":"The 9 best leather dress boots for men, all under $500","image":{"@type":"ImageObject","url":"https://i.insider.com/650306401afe8f0019ea56f0?width=1200&format=jpeg","width":1200,"height":900,"caption":"The Thursday Boot Co. Wingtip is my top choice for a solid leather dress boot."},"name":"The 9 best leather dress boots for men, all under $500","datePublished":"2023-09-15T18:42:44Z","dateModified":"2024-09-24T20:32:58Z","description":"The best leather dress boots will last years when you take proper care of them. Here are our favorite men's styles, including a waterproof option.","keywords":"","articleBody":"When you buy through our links, Business Insider may earn an affiliate commission. Learn moreLeather dress boots may be the most versatile footwear out there. They give off a slightly rugged vibe without being over the top, and can help elevate a simple look or give a suit a little more panache. And while the best leather dress boots can get pricey, they're three-season footwear (depending on where you live) and with proper care, will last you for years.We've put together a list of our favorite quality men's dress boots for under $500. I've either tested these, or in some cases have relied on customer and other professional reviews. And since these styles are pretty timeless, you won't look outdated down the road.Our overall best dress boot is the Thursday Boot Co. Wingtip. I've been road-testing a pair for six years and except for some minimal wear, they pretty much look as good today as they did when I unboxed them in 2017 (and I'm notoriously hard on footwear). We've praised this company in the past, and continue to do so because of their boots' formidable construction, price point, looks, and quality.Best overall: Thursday Boot Co. Wingtip - See at Thursday Boot Co.The Thursday Boot Co. Wingtip is a great looking, durable boot and an outstanding value at under $250.Best budget: Florsheim Midtown Plain Toe - See at Florsheim Shoe CompanyThe Florsheim MIdtown Plain Toe is a classic zipper boot from an American heritage brand at a great price.Best for comfort: Taft Mack - See at TaftGorgeous Italian leather full-brogue boots that break in easily and are supremely comfortable.Best waterproof: Beckett Simonon Silva Boots - See at Beckett SimononA fully waterproof and handsome Chelsea boot that can take on the nastiest weather.Best cowboy: Tecovas Dean Boot - See at TecovasStunning, versatile, and impeccably made.Best Chelsea: Ace Marks Troy - See at Ace MarksMade in Italy using old-world techniques and exceptional materials at a reasonable price.Best Moc Toe: Grant Stone Field Boot - See at Grant StoneRuggedly handsome and able to elevate your everyday style.Best vegan leather: Nae Lore Vegan Derby Boots - See at Nae Vegan ShoesA dress boot free of any animal products that looks like a million bucks. Best combat: John Fluevog Castellano - See at John FluevogAn upscale leather and suede take on the combat boot with striking details.","articleSection":"Style (Reviews), Reviews","isAccessibleForFree":true,"hasPart":[{"@type":"WebPageElement","isAccessibleForFree":true,"cssSelector":".content-lock-content"}]} </script> <script type="application/ld+json"> {"@context":"http://schema.org","@type":"ItemList","numberOfItems":9,"itemListElement":[{"@context":"http://schema.org","@type":"ListItem","position":1,"item":{"@context":"http://schema.org","@type":"Product","name":"Wingtips","description":"","image":"https://i.insider.com/65020cbf992da60019ebc294?width=1200&format=jpeg","brand":"Thursday Boot Co.","url":"https://www.businessinsider.com/guides/style/best-mens-leather-dress-boots-under-500#6502098fb79dc35e37934a49","offers":{"@type":"Offer","offeredBy":{"name":"Thursday Boot 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class="byline-author-container"> <div class="byline-author headline-regular"> <span class="headline-regular">Written by</span> <span class="" data-e2e-name="Andrew Amelinckx" > <a class="byline-link byline-author-name" data-e2e-name="byline-author-name" href="https://www.businessinsider.com/author/andrew-amelinckx" >Andrew Amelinckx</a><span class="headline-regular">;</span></span> <span class="headline-regular">edited by</span> <a class="byline-link byline-author-name" href="https://www.businessinsider.com/author/gabrielle-chase" >Gabrielle Chase</a> </div> <time class="byline-timestamp headline-regular js-date-format" data-timestamp="2023-09-15T18:42:44Z" data-e2e-name="byline-timestamp" data-disable-relative-formatting > 2023-09-15T18:42:44Z </time> </div> </div> </div> </div> <section class="sharebar " data-component-type="legacy-share" data-load-strategy="interaction" data-location="" > <div class="share-button-dropdown-wrapper"> <button class="share-button sharebar-link 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data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="aspect-ratio" style="padding-top: calc(100% / (1200 / 600))" > <meta itemprop="contentUrl" content="https://i.insider.com/65020354992da60019ebb5c4?width=700"/> <img src="https://i.insider.com/65020354992da60019ebb5c4?width=700" srcset="https://i.insider.com/65020354992da60019ebb5c4?width=400&format=jpeg&auto=webp 400w, https://i.insider.com/65020354992da60019ebb5c4?width=500&format=jpeg&auto=webp 500w, https://i.insider.com/65020354992da60019ebb5c4?width=700&format=jpeg&auto=webp 700w, https://i.insider.com/65020354992da60019ebb5c4?width=1000&format=jpeg&auto=webp 1000w" sizes="(min-width: 1280px) 900px" alt="The author wearing dress boots standing on a grassy knoll." decoding="sync" /> </div> <span class="image-source-caption with-caption-drawer"> <input class="caption-drawer-input" type="checkbox" id="caption-drawer-checkbox"> <label class="caption-drawer-label" for="caption-drawer-btn"> <svg class="svg-icon chevron-down-icon caption-drawer-icon" role="img" xmlns="http://www.w3.org/2000/svg" width="1em" height="1em" viewBox="0 0 24 24" > <path fill="currentColor" fill-rule="evenodd" d="m19.44 5.5-7.486 7.72L4.56 5.594 2 8.234 11.954 18.5 22 8.14 19.44 5.5Z"/> </svg> </label> <figcaption class="image-caption headline-semibold" data-e2e-name="image-caption" > <span class="image-caption-text">The Thursday Boot Co. Wingtip is my top choice for a solid leather dress boot.</span> <span class="image-source-text"> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Kara Thurmond/Insider Reviews </span> </span> </figcaption> </span> </figure> <div class="sticky-toc-content-wrapper"> <aside class="sticky-toc as-aside" data-component-type="sticky-toc"> <nav class="sticky-toc-aside js-sticky-toc-aside"> <menu class="sticky-toc-menu"> <li> <a href="#our-picks-for-the-best-leather-dress-boots-for-men:" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Our picks for the best leather dress boots for men: </a> </li> <li> <a href="#best-overall-thursday-boot-co-wingtip-1" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best overall </a> </li> <li> <a href="#best-budget-florsheim-midtown-plain-toe-2" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best budget </a> </li> <li> <a href="#best-for-comfort-taft-mack-boot-3" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best for comfort </a> </li> <li> <a href="#best-waterproof-beckett-simonon-silva-boots-4" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best waterproof </a> </li> <li> <a href="#best-cowboy-tecovas-dean-boots-5" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best cowboy </a> </li> <li> <a href="#best-chelsea-ace-marks-troy-6" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best Chelsea </a> </li> <li> <a href="#best-moc-toe-grant-stone-field-boot-7" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best moc toe </a> </li> <li> <a href="#best-vegan-leather-nae-lore-vegan-derby-boots-8" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best vegan leather </a> </li> <li> <a href="#best-combat-john-fluevog-castellano-9" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > Best combat </a> </li> <li> <a href="#what-makes-a-boot-dressy-10" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > What makes a boot dressy? </a> </li> <li> <a href="#how-to-care-for-leather-dress-boots-11" class="sticky-toc-link headline-semibold" data-track-click="{"product_field":"sticky","event":"navigation","element_name":"table_of_contents","click_path":"bi_value_unassigned"}" > How to care for leather dress boots </a> </li> </menu> </nav> </aside> <section class="slideshow-container typography review-post" data-slideshow-container data-post-type="slideshow" data-track-page-area="Post" data-slideshow-type="one-page-view" data-track-content="" > <section class="slideshow-intro-content " data-slideshow-intro-content > <div id="piano-inline-content-wrapper" data-piano-inline-content-wrapper="" > <div data-component-type="content-lock" data-load-strategy="exclude"> <div class="content-lock-content"> <p class="headline-regular financial-disclaimer">When you buy through our links, Business Insider may earn an affiliate commission. <a target="_blank" href="https://www.businessinsider.com/insider-reviews-expertise-in-product-reviews" data-analytics-product-module="body_link" rel="">Learn more</a></p> <div class="table-of-contents table-of-contents-sticky" data-analytics-module="jump-to" data-type="custom"></div><p></p><p>Leather dress boots may be the most versatile footwear out there. They give off a slightly rugged vibe without being over the top, and can help elevate a simple look or give a suit a little more panache. And while the best leather dress boots can get pricey, they're three-season footwear (depending on where you live) and with proper care, will last you for years.</p><p>We've put together a list of our favorite quality men's dress boots for under $500. I've either tested these, or in some cases have relied on customer and other professional reviews. And since these styles are pretty timeless, you won't look outdated down the road.</p><p>Our overall best dress boot is the <a href="http://redirect.viglink.com/?u=https%3A%2F%2Fthursdayboots.com%2Fproducts%2Fmens-wingtip-boot-color-77&key=a0a489b80c119e1fb25b8b4606294f7e" target="_blank" rel="noopener nofollow" data-analytics-product-module="body_link">Thursday Boot Co. Wingtip</a>. I've been road-testing a pair for six years and except for some minimal wear, they pretty much look as good today as they did when I unboxed them in 2017 (and I'm notoriously hard on footwear). We've praised this company in the past, and continue to do so because of their boots' formidable construction, price point, looks, and quality.</p><div class="in-post-sticky only-desktop"><div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad="" id="gpt-slideshow-insiderpicks_style-desktop_in_post_ad-desktop-fluid-1" class="ad ad-wrapper fluid in-post only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-1/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Desktop In Post Ad" data-responsive="[{"browserLimit":[728,0],"slotSize":[[300,250],"fluid"]},{"browserLimit":[1260,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-1" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-1/style-reviews","region":"Desktop In Post Ad","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-1","rawvert":""}" data-amazontamsizes="[[300,250]]" data-not-lazy="" data-enable-ad-refresher="true" data-refresh-count="0"></div> </div></div><h2 data-toc-label="Our picks for the best leather dress boots for men:" id="our-picks-for-the-best-leather-dress-boots-for-men:" class="toc-anchor"><strong>Here are our picks for the best leather dress boots for men:</strong></h2><p style="padding-left: 40px;"><strong>Best overall: </strong>Thursday Boot Co. Wingtip - <a href="http://redirect.viglink.com/?u=https%3A%2F%2Fthursdayboots.com%2Fproducts%2Fmens-wingtip-boot-color-77&key=a0a489b80c119e1fb25b8b4606294f7e" target="_blank" rel="noopener nofollow" data-analytics-product-module="body_link">See at Thursday Boot Co.</a><br>The Thursday Boot Co. Wingtip is a great looking, durable boot and an outstanding value at under $250.</p><p style="padding-left: 40px;"><strong>Best budget: </strong>Florsheim Midtown Plain Toe - <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=3277234206a2cea0adf110240b6417d63bfaee2fca54635b346e299bb8578cfa&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.florsheim.com%2Fshop%2Fstyle%2F12140-001.html" target="_blank" rel="noopener nofollow sponsored noindex" data-analytics-product-module="body_link" data-am-orig-url="https://affiliate.insider.com/?h=3277234206a2cea0adf110240b6417d63bfaee2fca54635b346e299bb8578cfa&u=https%3A%2F%2Fwww.florsheim.com%2Fshop%2Fstyle%2F12140-001.html" class="sj-link">See at Florsheim Shoe Company</a><br>The Florsheim MIdtown Plain Toe is a classic zipper boot from an American heritage brand at a great price.</p><p style="padding-left: 40px;"><strong>Best for comfort: </strong>Taft Mack - <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" target="_blank" rel="noopener nofollow sponsored noindex" data-analytics-product-module="body_link" data-am-orig-url="https://affiliate.insider.com/?h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" class="sj-link">See at Taft</a><br>Gorgeous Italian leather full-brogue boots that break in easily and are supremely comfortable.<br><br><strong>Best waterproof: </strong>Beckett Simonon Silva Boots - <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=5a7bda43ca9e8867c5a91f8e7d01fd4aaeb5a2de0f0fa944f1f2a0fbd5c82b27&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.beckettsimonon.com%2Fproducts%2Fsilva-boots-pull-up%3F_pos%3D1%26_sid%3D47a62db58%26_ss%3Dr" target="_blank" rel="noopener nofollow sponsored noindex" data-analytics-product-module="body_link" data-am-orig-url="https://affiliate.insider.com/?h=5a7bda43ca9e8867c5a91f8e7d01fd4aaeb5a2de0f0fa944f1f2a0fbd5c82b27&u=https%3A%2F%2Fwww.beckettsimonon.com%2Fproducts%2Fsilva-boots-pull-up%3F_pos%3D1%26_sid%3D47a62db58%26_ss%3Dr" class="sj-link">See at Beckett Simonon</a><br>A fully waterproof and handsome Chelsea boot that can take on the nastiest weather.<br><br><strong>Best cowboy:</strong> Tecovas Dean Boot - <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=6322a7ee57784edd0d37cb0f21177038eb0090e015279d898cf30ddb60dfdc46&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.tecovas.com%2Fproducts%2Fthe-dean%3Firclickid%3DUasyQFRx%253AxyNWvgQIgWGc06WUkFynkzFyWC7Sk0%26utm_source%3Dimpact%26utm_medium%3Daffiliate%26utm_campaign%3Dbb_affiliate%26utm_content%3DOnline%2520Tracking%2520Link%26utm_term%3DBusiness%2520Insider.%26irgwc%3D1" target="_blank" rel="noopener nofollow sponsored noindex" data-analytics-product-module="body_link" data-am-orig-url="https://affiliate.insider.com/?h=6322a7ee57784edd0d37cb0f21177038eb0090e015279d898cf30ddb60dfdc46&u=https%3A%2F%2Fwww.tecovas.com%2Fproducts%2Fthe-dean%3Firclickid%3DUasyQFRx%253AxyNWvgQIgWGc06WUkFynkzFyWC7Sk0%26utm_source%3Dimpact%26utm_medium%3Daffiliate%26utm_campaign%3Dbb_affiliate%26utm_content%3DOnline%2520Tracking%2520Link%26utm_term%3DBusiness%2520Insider.%26irgwc%3D1" class="sj-link">See at Tecovas</a><br>Stunning, versatile, and impeccably made.<br><br><strong>Best Chelsea:</strong> Ace Marks Troy - <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" target="_blank" rel="noopener nofollow sponsored noindex" data-analytics-product-module="body_link" data-am-orig-url="https://affiliate.insider.com/?h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" class="sj-link">See at Ace Marks</a><br>Made in Italy using old-world techniques and exceptional materials at a reasonable price.<br><br><strong>Best Moc Toe:</strong> Grant Stone Field Boot - <a href="https://www.grantstoneshoes.com/collections/boots/products/field-boot-saddle-tan" target="_blank" rel="noopener nofollow" data-analytics-product-module="body_link">See at Grant Stone</a><br>Ruggedly handsome and able to elevate your everyday style.<br><br><strong>Best vegan leather:</strong> Nae Lore Vegan Derby Boots - <a href="https://www.nae-vegan.com/en/men/boots/lore-brown-vegan-boots_p4179.html?id=691&cat=423&pc=1" target="_blank" rel="noopener nofollow" data-analytics-product-module="body_link">See at Nae Vegan Shoes</a><br>A dress boot free of any animal products that looks like a million bucks. </p><p style="padding-left: 40px;"><strong>Best combat: </strong>John Fluevog Castellano - <a href="https://www.nae-vegan.com/en/men/boots/lore-brown-vegan-boots_p4179.html?id=691&cat=423&pc=1" target="_blank" rel="noopener nofollow" data-analytics-product-module="body_link">See at John Fluevog</a><br>An upscale leather and suede take on the combat boot with striking details.</p> </div> </div> </div> </section> <div data-piano-inline-content-wrapper> <section class="slideshow-inner-content" data-slideshow-inner-content > <div class="slideshow-slide-container" data-slideshow-slide-container data-component-type="slideshow" > <div class="slide-wrapper" data-slide-wrapper > <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-0" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-2/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-0" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-2/style-reviews","region":"Slideshow One Page Ad Desktop","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-2","rawvert":""}" data-amazontamsizes="[[300,250]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </div> <div class="slide keyline " id="best-overall-thursday-boot-co-wingtip-1" data-slide-number="1" data-slide-anchor="#best-overall-thursday-boot-co-wingtip-1" data-slide-title="Best overall: Thursday Boot Co. Wingtip" data-slide="" data-e2e-name="slide-1" > <div class="slide-layout clearfix"> <div class="slide-title clearfix ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="Best overall" >Best overall: Thursday Boot Co. Wingtip</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 900 / 1200)" > <meta itemprop="contentUrl" content="https://i.insider.com/650209351afe8f0019e9d450"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650209351afe8f0019e9d450":{"contentType":"image/jpeg","aspectRatioW":1200,"aspectRatioH":900}}" alt="Thursday Boot Co. Wingtips in the color #77 on model." /> <noscript> <img class="no-script" src="https://i.insider.com/650209351afe8f0019e9d450?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-caption "> <figcaption class="image-caption headline-semibold" data-e2e-name="image-caption" > <span class="image-caption-text">Thursday Boot Co.’s Wingtip still going strong after six years.</span> <span class="image-source-text"> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Kara Thurmond/Insider Reviews </span> </span> </figcaption> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="http://redirect.viglink.com/?u=https%3A%2F%2Fthursdayboots.com%2Fproducts%2Fmens-wingtip-boot-color-77%3F&key=a0a489b80c119e1fb25b8b4606294f7e" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="6502098fb79dc35e37934a49" data-analytics-product-price="2.35" data-analytics-product-brand="Thursday Boot Co." data-analytics-product-name="Wingtips" data-analytics-product-merchant="Thursday Boot Co." data-analytics-product-index="1" data-analytics-product-badge="false" data-analytics-product-category="" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65020cbf992da60019ebc294":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="A pair of Wingtip Boots from Thursday Boot Co in the color #77."> <noscript> <img class="no-script" src="https://i.insider.com/65020cbf992da60019ebc294?width=600&format=jpeg&auto=webp" /> </noscript> </div> </a> <div> <header> <div class="product-card__label"> <div class="product-label__container"> <span class="product-label headline-regular "> </span> </div> </div> <a href="http://redirect.viglink.com/?u=https%3A%2F%2Fthursdayboots.com%2Fproducts%2Fmens-wingtip-boot-color-77%3F&key=a0a489b80c119e1fb25b8b4606294f7e" target="_blank" class="product-card__title not-content-link headline-semibold" rel="nofollow sponsored noindex" data-vars-outbound-link="http://redirect.viglink.com/?u=https%3A%2F%2Fthursdayboots.com%2Fproducts%2Fmens-wingtip-boot-color-77%3F&key=a0a489b80c119e1fb25b8b4606294f7e" data-analytics-product-area="product_title" data-attribute-target="" data-analytics-module="body_link"> Thursday Boot Co. Wingtips </a> </header> <main> <div class="product-card__link-container"> <a target="_blank" href="http://redirect.viglink.com/?u=https%3A%2F%2Fthursdayboots.com%2Fproducts%2Fmens-wingtip-boot-color-77%3F&key=a0a489b80c119e1fb25b8b4606294f7e" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link" data-analytics-module="body_link"> Check price at Thursday Boot Co. <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros: </strong>Durable, handsome, very reasonably priced.</p><p><br><strong>Cons: </strong>A bit heavy (may not be the best choice if you do a lot of walking).</p></aside><p>Thursday Boot Co., a direct-to-consumer brand launched in 2014 by Nolan Walsh and Connor Wilson, continues to bring top-quality, handcrafted boots to market at a reasonable price point (from $160 to $265). Their Wingtip boot ($220) is both stunning and solidly built. There's a lot of rich broguing and other detailing and it features Goodyear-welt construction. This labor-intensive method of attaching the outsole to the upper makes for durable, water-resistant footwear that can easily be resoled down the line. </p><p>There are four color choices for the leather and three for the suede, and all are quite beautiful. The interior has full glove leather lining and there's a cork-bed midsole, which conforms to the shape of your foot over time, to make for a fit that feels custom-made. I get a lot of people asking me where I got these wingtips. </p><p>These boots broke in easily and pretty quickly took on the shape of my feet. Six years in, they remain very comfortable. The uppers have stayed looking great with a relatively lax maintenance schedule that mainly involves cleaning and polishing them about three times a season — they're taking on a nice patina. The leather outsoles are showing wear, mainly at the toe, but it's pretty minimal for its age. As a note, the newer iterations of these boots feature a more rugged studded rubber outsole than the earlier version that I own. Both the stitching and the boots nails in the heel remain solidly in place.</p><p>The Wingtips run about a half-size larger than what you would wear in a sneaker. They're a little heavier than some of my other dress boots, although that hasn't kept me from wearing them a lot each year. They've gotten me through New York winters and soggy springs without leaving my socks feeling like sponges, and I've worn them on long city treks (5 miles or more) without discomfort. I foresee these boots continuing to last for years.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-1" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-3/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-1" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-3/style-reviews","region":"Slideshow One Page Ad Desktop","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-3","rawvert":""}" data-amazontamsizes="[[300,250]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </div> <div class="slide keyline " id="best-budget-florsheim-midtown-plain-toe-2" data-slide-number="2" data-slide-anchor="#best-budget-florsheim-midtown-plain-toe-2" data-slide-title="Best budget: Florsheim Midtown Plain Toe" data-slide="" data-e2e-name="slide-2" > <div class="slide-layout clearfix"> <div class="slide-title clearfix ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="Best budget" >Best budget: Florsheim Midtown Plain Toe</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 900 / 1200)" > <meta itemprop="contentUrl" content="https://i.insider.com/650216a11afe8f0019e9e805"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650216a11afe8f0019e9e805":{"contentType":"image/jpeg","aspectRatioW":1200,"aspectRatioH":900}}" alt="A Midtown Plain Toe Zipper boot from Floresheim Shoe Company." /> <noscript> <img class="no-script" src="https://i.insider.com/650216a11afe8f0019e9e805?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-only "> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Floresheim Shoe Company. </span> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=1039db4aae6e06b3b82ee2621665d5689093356238aa2b9db76d13d275399c1e&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.amazon.com%2Fdp%2FB01B38NRIO%2Fref%3Dtwister_B07C1ZFDKZ%3F_encoding%3DUTF8%26psc%3D1" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link sj-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="650212e4f386a099d8a83e6f" data-analytics-product-price="134.95" data-analytics-product-brand="Florsheim" data-analytics-product-name="Midtown Plain Toe" data-analytics-product-merchant="Amazon" data-analytics-product-index="2" data-analytics-amzn-asin="B07C1ZFDKZ" data-analytics-product-badge="false" data-analytics-product-category="" data-am-orig-url="https://affiliate.insider.com/?h=1039db4aae6e06b3b82ee2621665d5689093356238aa2b9db76d13d275399c1e&u=https%3A%2F%2Fwww.amazon.com%2Fdp%2FB01B38NRIO%2Fref%3Dtwister_B07C1ZFDKZ%3F_encoding%3DUTF8%26psc%3D1" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650216a11afe8f0019e9e807":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="A Midtown Plain Toe Zipper boot from Floresheim Shoe Company."> <noscript> <img class="no-script" src="https://i.insider.com/650216a11afe8f0019e9e807?width=600&format=jpeg&auto=webp" /> </noscript> 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href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=3277234206a2cea0adf110240b6417d63bfaee2fca54635b346e299bb8578cfa&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.florsheim.com%2Fshop%2Fstyle%2F12140-001.html" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" data-purchase-options-index="1" data-num-purchase-options="2" class="product-card__link headline-semibold not-content-link sj-link" data-am-orig-url="https://affiliate.insider.com/?h=3277234206a2cea0adf110240b6417d63bfaee2fca54635b346e299bb8578cfa&u=https%3A%2F%2Fwww.florsheim.com%2Fshop%2Fstyle%2F12140-001.html" data-analytics-module="body_link"> Check price at Florsheim Shoe Company <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros:</strong> Comfortable, classically handsome, great price.</p><p><br><strong>Cons:</strong> May not last as long as more expensive boots.</p></aside><p>Florsheim is a Chicago-based heritage brand that started as a family business in 1892. Once the staple of malls from coast to coast, the brand stumbled for a while before members of the Florsheim family bought back the company in 2002 after a 50 year gap in ownership. In the last few years, Florsheim has made a strong comeback with some nicely priced and ultra-comfortable dress shoes and boots. </p><p>I've tried the brand recently and found their footwear to be very comfortable, in part thanks to the removable Ortholite insoles that are super springy without being at all bulky. Their shoes and boots tend to be lightweight, meaning they won't leave you with tired feet after a long day of wearing them. </p><p>The Midtown Plain Toe Boots have a handsome throwback '70s vibe with a soft leather upper, a sturdy side zipper, and rubber outsoles with lots of traction. These boots don't have some of the benefits you'd get with the more expensive picks in this guide — like Goodyear welting — so they may not last you as long, but with proper care, you should be able to get several years of comfortable wear out of them.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-2" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" 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ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="Best for comfort" >Best for comfort: Taft Mack Boot</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 900 / 1200)" > <meta itemprop="contentUrl" content="https://i.insider.com/6502183f1afe8f0019e9eb2f"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/6502183f1afe8f0019e9eb2f":{"contentType":"image/jpeg","aspectRatioW":1200,"aspectRatioH":900}}" alt="The Mack Boot in Burnt Honey from Taft." /> <noscript> <img class="no-script" src="https://i.insider.com/6502183f1afe8f0019e9eb2f?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-only "> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Taft </span> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link sj-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="6502240229668ed5c9914eb3" data-analytics-product-price="295.00" data-analytics-product-brand="Taft" data-analytics-product-name="Mack Boot" data-analytics-product-merchant="Taft Clothing" data-analytics-product-index="3" data-analytics-product-badge="false" data-analytics-product-category="" data-am-orig-url="https://affiliate.insider.com/?h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650223f41afe8f0019e9f902":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="The Mack Boot in Burnt Honey from Taft."> <noscript> <img class="no-script" 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data-vars-outbound-link="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" data-analytics-product-area="product_title" data-attribute-target="" data-am-orig-url="https://affiliate.insider.com/?h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" data-analytics-module="body_link"> Taft Mack Boot </a> </header> <main> <div class="product-card__link-container"> <a target="_blank" href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link sj-link" data-am-orig-url="https://affiliate.insider.com/?h=93a21848113f2c718e588137bad0bd50e52efdf7083e62b5d26cf92018a93ce5&u=https%3A%2F%2Ftaftclothing.com%2Fproducts%2Fthe-mack-boot-in-burnt-honey" data-analytics-module="body_link"> Check price at Taft Clothing <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros: </strong>Made of hand painted Italian leather, break in easily, really comfortable.</p><p><strong><br></strong><strong>Cons:</strong> Because they're hand painted, they're not recommended for wet conditions.</p></aside><p>Taft, based in Provo, Utah, started in 2013 on Kickstarter selling no-show socks, but pivoted to creating unique, superbly crafted leather shoes and boots using artisans in Spain and Portugal. The brand has a very loyal fan base, and I'm now one of them. Taft combines creativity with top-notch manufacturing for one-of-a-kind footwear that will get you noticed. Expect to be stopped on the street and asked where you got them. </p><p>The Taft Mack Boots look amazing with full broguing, buttery soft Italian leather that's hand-painted for an incredible depth of color, and are fully lined in leather. They feature stacked leather soles and heels. These boots are Blake stitched, which, like Goodyear welting, means you can easily resole them. This technique of attaching the outsole to the boot has the added benefit of making for a more flexible boot.</p><p>Beyond looking good, the Mack Boots are very comfortable. They break in easily and quickly conform to the shape of your feet for an outstanding fit. The brand runs large and recommends going down a half size. They're lighter and a bit more flexible than the Thursday Boot Co. Wingtips. Because they're so comfortable, you'll find them becoming your go-to choice. But remember that because they're hand-painted, Taft doesn't recommend wearing them in inclement weather. Besides the Burnt Honey colorway in Italian leather, Taft also offers these in Olive or Brown suede.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-3" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-3" data-url="/guides/style/best-mens-leather-dress-boots-under-500" 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Silva Boots</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 900 / 1200)" > <meta itemprop="contentUrl" content="https://i.insider.com/650219ff992da60019ebd4f1"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650219ff992da60019ebd4f1":{"contentType":"image/jpeg","aspectRatioW":1200,"aspectRatioH":900}}" alt="A pair of Silva boots from Beckett Simonon in the color brown." /> <noscript> <img class="no-script" src="https://i.insider.com/650219ff992da60019ebd4f1?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-only "> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Beckett Simonon </span> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=5a7bda43ca9e8867c5a91f8e7d01fd4aaeb5a2de0f0fa944f1f2a0fbd5c82b27&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.beckettsimonon.com%2Fproducts%2Fsilva-boots-pull-up%3F_pos%3D1%26_sid%3D47a62db58%26_ss%3Dr" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link sj-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="6502251229668ed5c9914eb4" data-analytics-product-price="299.00" data-analytics-product-brand="Beckett Simonon" data-analytics-product-name="Silva Boots" data-analytics-product-merchant="Beckett Simonon" data-analytics-product-index="4" data-analytics-product-badge="false" data-analytics-product-category="" data-am-orig-url="https://affiliate.insider.com/?h=5a7bda43ca9e8867c5a91f8e7d01fd4aaeb5a2de0f0fa944f1f2a0fbd5c82b27&u=https%3A%2F%2Fwww.beckettsimonon.com%2Fproducts%2Fsilva-boots-pull-up%3F_pos%3D1%26_sid%3D47a62db58%26_ss%3Dr" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650224d3992da60019ebe218":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="A pair of Silva boots from Beckett Simonon in the color brown."> <noscript> <img class="no-script" 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href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=5a7bda43ca9e8867c5a91f8e7d01fd4aaeb5a2de0f0fa944f1f2a0fbd5c82b27&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.beckettsimonon.com%2Fproducts%2Fsilva-boots-pull-up%3F_pos%3D1%26_sid%3D47a62db58%26_ss%3Dr" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link sj-link" data-am-orig-url="https://affiliate.insider.com/?h=5a7bda43ca9e8867c5a91f8e7d01fd4aaeb5a2de0f0fa944f1f2a0fbd5c82b27&u=https%3A%2F%2Fwww.beckettsimonon.com%2Fproducts%2Fsilva-boots-pull-up%3F_pos%3D1%26_sid%3D47a62db58%26_ss%3Dr" data-analytics-module="body_link"> Check price at Beckett Simonon <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros: </strong>A fully waterproof boot that's stylish, beautifully handcrafted, and comes at a fair price.</p><p><br><strong>Cons: </strong>It can take from six to ten weeks before you get them, but they're worth the wait, especially for what you get for the price.</p></aside><p>The advantage of the best dress boots over most dress shoes is that they are a bit more rugged. With the Beckett Simonon Silva Boots, you won't have to worry if you're caught in a sudden rainstorm and won't have to avoid puddles trekking across town. The Silva boots are fully waterproof Chelsea boots with equal parts style and toughness. </p><p>The brand uses Italian full-grain pull-up leather for these handsome Chelsea boots. Full grain leather is the highest quality, and the term "pull-up leather" indicates they are made using aniline dyes, which give the material a softer feel and impart a rich color. The technique doesn't hide any defects in the leather, which means the makers have to use better hides. Beckett Simonon also uses Blake stitching. </p><p>They line the Silva Boots with a waterproof membrane and even the elastic gussets are waterproof to keep your feet dry. The boots also have thick rubber outsoles to keep you sure-footed in wet or icy conditions. </p><p>Beckett Simonon is pretty unique when it comes to direct-to-consumer footwear brands. Colombian artisans handcraft these boots, which are made to order. This helps keep the costs down so you get a high-end product at a great price, without exploiting the craftspeople who actually make it. Win, win, win. But because of the brand's business model, it can take between six and 10 weeks to receive them. It's worth the wait.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-4" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-4" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" 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data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 1418 / 1871)" > <meta itemprop="contentUrl" content="https://i.insider.com/65021ab6992da60019ebd5b3"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/png" data-srcs="{"https://i.insider.com/65021ab6992da60019ebd5b3":{"contentType":"image/png","aspectRatioW":1871,"aspectRatioH":1418}}" alt="The model wearing cowboy boots." /> <noscript> <img class="no-script" src="https://i.insider.com/65021ab6992da60019ebd5b3?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-caption "> <figcaption class="image-caption headline-semibold" data-e2e-name="image-caption" > <span class="image-caption-text">The Tecovas Dean boots are a true relic of the old West.</span> <span class="image-source-text"> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Kara Thurmond/Insider </span> </span> </figcaption> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=6322a7ee57784edd0d37cb0f21177038eb0090e015279d898cf30ddb60dfdc46&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.tecovas.com%2Fproducts%2Fthe-dean%3Firclickid%3DUasyQFRx%253AxyNWvgQIgWGc06WUkFynkzFyWC7Sk0%26utm_source%3Dimpact%26utm_medium%3Daffiliate%26utm_campaign%3Dbb_affiliate%26utm_content%3DOnline%2520Tracking%2520Link%26utm_term%3DBusiness%2520Insider.%26irgwc%3D1" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link sj-link" data-analytics-product-area="image" 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src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650225ec992da60019ebe2f2":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="The Tecovas Dean boots in the color black"> <noscript> <img class="no-script" src="https://i.insider.com/650225ec992da60019ebe2f2?width=600&format=jpeg&auto=webp" /> </noscript> </div> </a> <div> <header> <div class="product-card__label"> <div class="product-label__container"> <span class="product-label headline-regular "> </span> </div> </div> <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=6322a7ee57784edd0d37cb0f21177038eb0090e015279d898cf30ddb60dfdc46&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.tecovas.com%2Fproducts%2Fthe-dean%3Firclickid%3DUasyQFRx%253AxyNWvgQIgWGc06WUkFynkzFyWC7Sk0%26utm_source%3Dimpact%26utm_medium%3Daffiliate%26utm_campaign%3Dbb_affiliate%26utm_content%3DOnline%2520Tracking%2520Link%26utm_term%3DBusiness%2520Insider.%26irgwc%3D1" target="_blank" class="product-card__title not-content-link headline-semibold sj-link" rel="nofollow sponsored noindex" 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data-am-orig-url="https://affiliate.insider.com/?h=6322a7ee57784edd0d37cb0f21177038eb0090e015279d898cf30ddb60dfdc46&u=https%3A%2F%2Fwww.tecovas.com%2Fproducts%2Fthe-dean%3Firclickid%3DUasyQFRx%253AxyNWvgQIgWGc06WUkFynkzFyWC7Sk0%26utm_source%3Dimpact%26utm_medium%3Daffiliate%26utm_campaign%3Dbb_affiliate%26utm_content%3DOnline%2520Tracking%2520Link%26utm_term%3DBusiness%2520Insider.%26irgwc%3D1" data-analytics-module="body_link"> Tecovas Dean Boot </a> </header> <main> <div class="product-card__link-container"> <a target="_blank" href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=6322a7ee57784edd0d37cb0f21177038eb0090e015279d898cf30ddb60dfdc46&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.tecovas.com%2Fproducts%2Fthe-dean%3Firclickid%3DUasyQFRx%253AxyNWvgQIgWGc06WUkFynkzFyWC7Sk0%26utm_source%3Dimpact%26utm_medium%3Daffiliate%26utm_campaign%3Dbb_affiliate%26utm_content%3DOnline%2520Tracking%2520Link%26utm_term%3DBusiness%2520Insider.%26irgwc%3D1" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link sj-link" data-am-orig-url="https://affiliate.insider.com/?h=6322a7ee57784edd0d37cb0f21177038eb0090e015279d898cf30ddb60dfdc46&u=https%3A%2F%2Fwww.tecovas.com%2Fproducts%2Fthe-dean%3Firclickid%3DUasyQFRx%253AxyNWvgQIgWGc06WUkFynkzFyWC7Sk0%26utm_source%3Dimpact%26utm_medium%3Daffiliate%26utm_campaign%3Dbb_affiliate%26utm_content%3DOnline%2520Tracking%2520Link%26utm_term%3DBusiness%2520Insider.%26irgwc%3D1" data-analytics-module="body_link"> Check price at Tecovas <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros: </strong>Authentic Western boots made in Mexico using traditional methods and superior materials all at a great price.</p><p><br><strong>Cons:</strong> None. </p></aside><p>Tecovas has been disrupting the Western boot business since Paul Hedrick, founder and CEO, launched the brand in 2015. It started out as DTC before expanding into brick-and-mortar stores. Tecovas makes its boot in León, Mexico, in the heart of the country's renowned leather industry, using traditional methods and top-quality materials on par with the likes of brands like <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=a0bd1efd3f6dcdcecb28635f2aa115acd885c7f6f8f1a6a8fb0bbf1fcede29cc&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Flucchese.com%2F" target="_blank" rel="noopener nofollow sponsored noindex" data-am-orig-url="https://affiliate.insider.com/?h=a0bd1efd3f6dcdcecb28635f2aa115acd885c7f6f8f1a6a8fb0bbf1fcede29cc&u=https%3A%2F%2Flucchese.com%2F" class="sj-link" data-analytics-module="body_link">Lucchese</a>. </p><p>The brand's boots go through a 200-step process that includes hand-laid cording for the design on the shaft, stacked leather heels, traditional lemon wood pegging, and Goodyear welting. Tecovas boots come in a wide range of sizes too. </p><p>I've had a pair of the Tecovas Deans — zipper ankle cowboy-style boots — for about two years, and they still look fantastic. They've even kept their rich leather smell. The brand handcrafts these stylish boots from a buttery soft full-grain calfskin and fully lines them in leather. The Dean comes in four colors: Bourbon Goat, Cafe Goat, Bourbon Calf, and Midnight Calf (my favorite). </p><p>They broke in easily and are versatile enough to dress up jeans and a collared shirt and also pair perfectly with a suit for a unique look. </p><p>The Tecovas Dean wins as the best cowboy dress boot because of their quality workmanship and materials, versatility, and great price for what you get. The Dean boots retail for $265. </p><p>Read more in my full <a href="https://www.businessinsider.com/guides/style/tecovas-dean-boots-review" rel="" data-analytics-module="body_link">Tecovas Dean boots review</a>.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-5" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" 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data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="Best Chelsea" >Best Chelsea: Ace Marks Troy</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 900 / 1200)" > <meta itemprop="contentUrl" content="https://i.insider.com/65021bdd992da60019ebd73d"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65021bdd992da60019ebd73d":{"contentType":"image/jpeg","aspectRatioW":1200,"aspectRatioH":900}}" alt="The Ace Marks Chelsea Boot Black Antique." /> <noscript> <img class="no-script" src="https://i.insider.com/65021bdd992da60019ebd73d?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-only "> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Ace Marks </span> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link sj-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="65022758b79dc35e37934a4d" data-analytics-product-price="350.00" data-analytics-product-brand="Ace Marks" data-analytics-product-name="Chelsea Boot Troy" data-analytics-product-merchant="Ace Marks" data-analytics-product-index="6" data-analytics-product-badge="false" data-analytics-product-category="" data-am-orig-url="https://affiliate.insider.com/?h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/650227511afe8f0019e9fb92":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="The Ace Marks Chelsea Boot Black Antique."> <noscript> <img class="no-script" src="https://i.insider.com/650227511afe8f0019e9fb92?width=600&format=jpeg&auto=webp" /> </noscript> </div> </a> <div> <header> <div class="product-card__label"> <div class="product-label__container"> <span class="product-label headline-regular "> </span> </div> </div> <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" target="_blank" class="product-card__title not-content-link headline-semibold sj-link" rel="nofollow sponsored noindex" data-vars-outbound-link="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" data-analytics-product-area="product_title" data-attribute-target="" data-am-orig-url="https://affiliate.insider.com/?h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" data-analytics-module="body_link"> Ace Marks Chelsea Boot Troy </a> </header> <main> <div class="product-card__link-container"> <a target="_blank" href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link sj-link" data-am-orig-url="https://affiliate.insider.com/?h=fab055a4b0c8f9fd53f3fab61b330eb3cee16442d6ab32afe7c152942b058a0e&u=https%3A%2F%2Fwww.acemarks.com%2Fcollections%2Fcombat-and-chelsea-boots%2Fproducts%2Fchelsea-boot-black-antique" data-analytics-module="body_link"> Check price at Ace Marks <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros</strong>: Made in Italy using old-world techniques and exceptional materials at a reasonable price.</p><p><br><strong>Cons: </strong>None.</p></aside><p>I'm a fan of direct-to-consumer footwear companies. The DTC model means you can get a top -of-the-line pair of boots at a reasonable price while giving the money straight to the company that produces them. It's a more intimate experience, in general. Ace Marks is no exception, and in fact, the brand goes further than most. These are luxury caliber shoes and boots at fair prices. Ace Marks, which officially launched in 2016,  makes its boots in Italy using old-world techniques and exceptional materials. I checked out the brand recently, and the buttery softness of the leather they use and the solid construction impressed me. They also offer free shipping in the U.S.</p><p>The Ace Marks Troy is the best dress boot in this category. They handcraft these boots from a beautiful Italian calfskin for a Chelsea that's refined enough to pair with the finest suits. Ace Marks, like Taft and Beckett Simonon, uses Blake stitching, which means it can be resoled. You have the choice of Antique Black, Diablo Antique, Brown Antique, or Cuoio Antique.  </p><p>Another really cool aspect of Ace Marks is its <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=30f64bb2e02e3d76599ca7e566ab19bbb86874db849d03b2c6102ff31485a5bd&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.acemarks.com%2Fpages%2Fbuy-back" target="_blank" rel="noopener nofollow sponsored noindex" data-am-orig-url="https://affiliate.insider.com/?h=30f64bb2e02e3d76599ca7e566ab19bbb86874db849d03b2c6102ff31485a5bd&u=https%3A%2F%2Fwww.acemarks.com%2Fpages%2Fbuy-back" class="sj-link" data-analytics-module="body_link">buy-back program</a>. When you order a new pair of boots, you can send back your older pair of Ace Marks and get $50 off your order. The brand then donates your boots to <a href="https://careergear.henof.com/about-us/" target="_blank" rel="noopener nofollow" data-analytics-module="body_link">Career Gear</a>, a U.S.-based not-for-profit organization that, among other programs, provides gently used shoes and clothing to help men get back into the workforce.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-6" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-6" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews","region":"Slideshow One Page Ad Desktop","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-4-plus","rawvert":""}" data-amazontamsizes="[[300,250]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </div> <div class="slide keyline " id="best-moc-toe-grant-stone-field-boot-7" data-slide-number="7" data-slide-anchor="#best-moc-toe-grant-stone-field-boot-7" data-slide-title="Best Moc Toe: Grant Stone Field Boot" data-slide="" data-e2e-name="slide-7" > <div class="slide-layout clearfix"> <div class="slide-title clearfix ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="Best moc toe" >Best Moc Toe: Grant Stone Field Boot</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 900 / 1200)" > <meta itemprop="contentUrl" content="https://i.insider.com/65021d3d992da60019ebd92b"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65021d3d992da60019ebd92b":{"contentType":"image/jpeg","aspectRatioW":1200,"aspectRatioH":900}}" alt="A model wearing the Field Boot Saddle in tan." /> <noscript> <img class="no-script" src="https://i.insider.com/65021d3d992da60019ebd92b?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-only "> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Grant Stone </span> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://howl.me/ckzYWhO1qFA" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="65022be629668ed5c9914eb5" data-analytics-product-price="380.00" data-analytics-product-brand="Grant Stone" data-analytics-product-name="Field Boot" data-analytics-product-merchant="Grant Stone" data-analytics-product-index="7" data-analytics-product-badge="false" data-analytics-product-category="" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65022b231afe8f0019e9ff37":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="A pair of the Field Boot Saddle in tan."> <noscript> <img class="no-script" src="https://i.insider.com/65022b231afe8f0019e9ff37?width=600&format=jpeg&auto=webp" /> </noscript> </div> </a> <div> <header> <div class="product-card__label"> <div class="product-label__container"> <span class="product-label headline-regular "> </span> </div> </div> <a href="https://howl.me/ckzYWhO1qFA" target="_blank" class="product-card__title not-content-link headline-semibold" rel="nofollow sponsored noindex" data-vars-outbound-link="https://howl.me/ckzYWhO1qFA" data-analytics-product-area="product_title" data-attribute-target="" data-analytics-module="body_link"> Grant Stone Field Boot </a> </header> <main> <div class="product-card__link-container"> <a target="_blank" href="https://howl.me/ckzYWhO1qFA" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link" data-analytics-module="body_link"> Check price at Grant Stone <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros: </strong>A well made moc toe that's attractive and sturdy.</p><p><strong><br></strong><strong>Cons: </strong>May not pair with all suits.</p></aside><p>Moc Toes, by their very nature, are less dressy than some of the other boot styles in this roundup. They were originally conceived as work boots. They tend to have a boxier profile and typically have a lighter colored wedge outsole, which means they're a no-go with some suits. But that doesn't mean you can't dress them up. They work well with a tweed suit and definitely pair with upscale workwear for a smart casual look. Think: chinos, collared shirts, wool vests, minimalist overshirts, chore jackets, cable-knit sweaters. Read our review of the <a href="https://www.businessinsider.com/guides/style/best-chinos-men" rel="" data-analytics-module="body_link">best chinos for men</a>. </p><p>The Grant Stone Field Boot definitely falls into the elegant end of the moc toe boot style. They use a sturdy yet exquisite vegetable tanned Italian leather for the Saddle Tan version, and like all their boots, these are Goodyear welted. The bottom half of the boots are lined in full-grain kip leather and they have a classic padded collar. Besides the Saddle Tan, Grant Stone offers its Field Boot in Walnut Bison, Black Chromexcel, Crimson Chromexcel, Earth, Snuff Reverse Kudu, and Dark Burgundy Kudu. </p><p>Grant Stone is a DTC footwear brand based in Michigan that produces its boots in Xiamen, China at a factory that's been making Goodyear welted boots for decades. Wyatt Gilmore, who co-founded Grant Stone in 2016, spent eight years learning the business there before launching the brand. It's an interesting <a href="https://www.grantstoneshoes.com/blogs/journal/grant-stone-made-in-china" target="_blank" rel="noopener nofollow" data-analytics-module="body_link">origin story</a>. And the proof is in the product. Grant Stone has a dedicated following and consistently gets high marks from industry insiders and customers alike.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-7" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-7" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews","region":"Slideshow One Page Ad Desktop","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-4-plus","rawvert":""}" data-amazontamsizes="[[300,250]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </div> <div class="slide keyline " id="best-vegan-leather-nae-lore-vegan-derby-boots-8" data-slide-number="8" data-slide-anchor="#best-vegan-leather-nae-lore-vegan-derby-boots-8" data-slide-title="Best vegan leather: Nae Lore Vegan Derby Boots" data-slide="" data-e2e-name="slide-8" > <div class="slide-layout clearfix"> <div class="slide-title clearfix ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="Best vegan leather" >Best vegan leather: Nae Lore Vegan Derby Boots</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 1500 / 1500)" > <meta itemprop="contentUrl" content="https://i.insider.com/65021dcb992da60019ebda0d"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65021dcb992da60019ebda0d":{"contentType":"image/jpeg","aspectRatioW":1500,"aspectRatioH":1500}}" alt="A model wearing a pair of Lore Brown Vegan Derby dressy shoes." /> <noscript> <img class="no-script" src="https://i.insider.com/65021dcb992da60019ebda0d?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-only "> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > Nae Vegan </span> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://howl.me/ckzYXd0Srm8" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="65022bbdecd66a36014e28dc" data-analytics-product-price="159,000.00" data-analytics-product-brand="Nae Vegan" data-analytics-product-name="Lore Vegan Derby Boots" data-analytics-product-merchant="Nae Vegan" data-analytics-product-index="8" data-analytics-product-badge="false" data-analytics-product-category="" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65022b23992da60019ebe794":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="A pair of Lore Brown Vegan Derby dressy shoes."> <noscript> <img class="no-script" src="https://i.insider.com/65022b23992da60019ebe794?width=600&format=jpeg&auto=webp" /> </noscript> </div> </a> <div> <header> <div class="product-card__label"> <div class="product-label__container"> <span class="product-label headline-regular "> </span> </div> </div> <a href="https://howl.me/ckzYXd0Srm8" target="_blank" class="product-card__title not-content-link headline-semibold" rel="nofollow sponsored noindex" data-vars-outbound-link="https://howl.me/ckzYXd0Srm8" data-analytics-product-area="product_title" data-attribute-target="" data-analytics-module="body_link"> Nae Vegan Lore Vegan Derby Boots </a> </header> <main> <div class="product-card__link-container"> <a target="_blank" href="https://howl.me/ckzYXd0Srm8" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link" data-analytics-module="body_link"> Check price at Nae Vegan <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros: </strong>A great looking dress boot that's free of animal products (but you wouldn't know it by looking at them).</p><p><strong><br></strong><strong>Cons: </strong>Only come in brown.</p></aside><p>If you like the look of leather dress boots but don't like the fact that they are made using the skins of animals, Nae, a Portuguese vegan footwear brand, has you covered. The name stands for No Animal Exploitation and with 15 years of experience under its (non-leather) belt, this brand has continued to be at the forefront of creating great looking footwear that doesn't require animals to produce. The brand uses materials made from pineapple leaves, apple waste and recycled PET bottles, and organic cotton and cork. </p><p>Nae makes its Lore Brown Micro ankle boot from "vegan leather," a mixture of cotton, polyester, and nylon. The brand says they use recycled nylon when possible. These cap toe dress boots both lace up and have zippers on the sides for easily getting in and out of them. Looking at the Lore boot, you'd be hard pressed to tell it isn't made of real leather. </p><p>The "vegan leather" is breathable, hypoallergenic, antimicrobial, and water resistant. Inside, these boots feature a cushioned EVA insole that helps wick moisture. The outsoles are slip resistant and long-wearing. Unfortunately, they only come in brown. If you're unwilling to compromise on your ethical stance but want dress boots, these Nae Lore boots are a superb choice.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-8" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-8" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews","region":"Slideshow One Page Ad Desktop","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-4-plus","rawvert":""}" data-amazontamsizes="[[300,250]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </div> <div class="slide keyline " id="best-combat-john-fluevog-castellano-9" data-slide-number="9" data-slide-anchor="#best-combat-john-fluevog-castellano-9" data-slide-title="Best combat: John Fluevog Castellano" data-slide="" data-e2e-name="slide-9" > <div class="slide-layout clearfix"> <div class="slide-title clearfix ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="Best combat" >Best combat: John Fluevog Castellano</h2> </div> <figure class="figure image-figure-image as-" data-type="img" data-e2e-name="image-figure-image" data-media-container="image" itemscope itemtype="https://schema.org/ImageObject" > <div class="lazy-holder " style="padding-top: calc(100% * 900 / 1200)" > <meta itemprop="contentUrl" content="https://i.insider.com/65021f2a1afe8f0019e9f375"/> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65021f2a1afe8f0019e9f375":{"contentType":"image/jpeg","aspectRatioW":1200,"aspectRatioH":900}}" alt="A pair of John Fluevog Castellanos in black." /> <noscript> <img class="no-script" src="https://i.insider.com/65021f2a1afe8f0019e9f375?width=600&format=jpeg&auto=webp" /> </noscript> </div> <span class="image-source-only "> <span class="image-source headline-regular" data-e2e-name="image-source" itemprop="creditText" > John Fluevog </span> </span> </figure> <div class="product-card product-card__small product-card__solo" data-component-type="product-card"> <a href="https://howl.me/ckzYLmOj8tm" target="_blank" rel="nofollow sponsored noindex" class="product-card__image-link not-content-link" data-analytics-product-area="image" data-attribute-source="" data-vars-link-type="Outbound Click" data-analytics-product-card="small" data-analytics-product-module="retail_product_card" data-analytics-product-id="65022b9df386a099d8a83e71" data-analytics-product-price="449.00" data-analytics-product-brand="John Fluevog" data-analytics-product-name="Castellano" data-analytics-product-merchant="John Fluevog" data-analytics-product-index="9" data-analytics-product-badge="false" data-analytics-product-category="" data-analytics-module="body_link"> <div class="lazy-holder " style="padding-top: calc(100% * 600 / 600)"> <img class="lazy-image " src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-content-type="image/jpeg" data-srcs="{"https://i.insider.com/65022b231afe8f0019e9ff39":{"contentType":"image/jpeg","aspectRatioW":600,"aspectRatioH":600}}" alt="A John Fluevog Castellanos in black."> <noscript> <img class="no-script" src="https://i.insider.com/65022b231afe8f0019e9ff39?width=600&format=jpeg&auto=webp" /> </noscript> </div> </a> <div> <header> <div class="product-card__label"> <div class="product-label__container"> <span class="product-label headline-regular "> </span> </div> </div> <a href="https://howl.me/ckzYLmOj8tm" target="_blank" class="product-card__title not-content-link headline-semibold" rel="nofollow sponsored noindex" data-vars-outbound-link="https://howl.me/ckzYLmOj8tm" data-analytics-product-area="product_title" data-attribute-target="" data-analytics-module="body_link"> John Fluevog Castellano </a> </header> <main> <div class="product-card__link-container"> <a target="_blank" href="https://howl.me/ckzYLmOj8tm" rel="nofollow sponsored noindex" data-analytics-product-area="button" data-attribute-target="" class="product-card__link headline-semibold not-content-link" data-analytics-module="body_link"> Check price at John Fluevog <span class="bg-external-link"></span> </a> </div> </main> </div> </div><aside class="breakout-box headline-regular ignore-typography"><p><strong>Pros:</strong> An upscale leather and suede take on the combat boot with striking details.</p><p><br><strong>Cons:</strong> Doesn't come in half sizes.</p></aside><p>When you think of combat boots, your mind might drift towards mohawks and chains, but the Canadian footwear brand John Fluevog offers an elevated take on the style with its Executor Castellano boots that feature both vegetable tanned leather and a silky suede. </p><p>John Fluevog, the fashion designer, began his career in Vancouver more than 50 years ago. His namesake brand, known for its quality and unique designs, launched in 1980. The brand makes the Castellano boots in Portugal. Vegetable tanned leather involves an older and more time-consuming method of producing the material than using things like tree bark or olive leaves. </p><p>The Castellano boots also come in a jacquard floral fabric and tan pull-up leather and a denim checkerboard and black box leather. I'm partial to the black-on-black leather and suede with its subtle monotonal coloration and interplay between the suede and leather. Note: The brand doesn't offer half-sizes, so they recommend if you have narrow feet to size down to the nearest full size.</p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-9" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-9" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews","region":"Slideshow One Page Ad Desktop","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-4-plus","rawvert":""}" data-amazontamsizes="[[300,250]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </div> <div class="slide keyline " id="what-makes-a-boot-dressy-10" data-slide-number="10" data-slide-anchor="#what-makes-a-boot-dressy-10" data-slide-title="What makes a boot dressy?" data-slide="" data-e2e-name="slide-10" > <div class="slide-layout clearfix"> <div class="slide-title clearfix ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="What makes a boot dressy?" >What makes a boot dressy?</h2> </div> <p>Dress boots tend to be sleeker than work boots or hikers. They may have design elements like broguing and typically have a leather outsole. Dress boots can also sometimes have a rubber outsole, but they tend not to be chunky compared to work boots. They should be sturdy enough to handle the elements, at least better than most oxfords would fare. </p><p>They're actually much more versatile than dress shoes, able to spiff up a casual outfit where a dress shoe might not work. In today's more casual menswear world, what was once considered a non-starter for dressing up, such as moc toe or combat boots, has become much more acceptable. So go for it! </p><p> </p> <div class="slide-options "> </div> </div> </div> <div class="in-post-sticky in-slide-sticky ad">  <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-slideshow_one_page_ad_desktop-desktop-fluid-10" class="ad ad-wrapper fluid in-post in-slide only-desktop" data-force="" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Slideshow One Page Ad Desktop" data-responsive="[{"browserLimit":[970,0],"slotSize":[[300,250],[600,480],"fluid"]}]" data-tile-order="tile-10" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.desktop/reviews-slideshow/in-content-4-plus/style-reviews","region":"Slideshow One Page Ad Desktop","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"in-content-4-plus","rawvert":""}" data-amazontamsizes="[[300,250]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </div> <div class="slide keyline " id="how-to-care-for-leather-dress-boots-11" data-slide-number="11" data-slide-anchor="#how-to-care-for-leather-dress-boots-11" data-slide-title="How to care for leather dress boots" data-slide="" data-e2e-name="slide-11" > <div class="slide-layout clearfix"> <div class="slide-title clearfix ignore-typography" data-e2e-name="slide-title" > <h2 class="slide-title-text" data-toc-label="How to care for leather dress boots" >How to care for leather dress boots</h2> </div> <p>At the beginning of boot season, I always use a leather conditioner to breathe a little life into the boots. To polish them, I recommend a higher end brand of cream polish like <a href="https://shop.leatherspa.com/product/leather-cream/3" target="_blank" rel="noopener nofollow" data-analytics-module="body_link">Leather Spa</a> or <a href="https://affiliate.insider.com/?amazonTrackingID=biipgf_091119_best-mens-leather-dress-boots-under-500-20&h=ba6cc844b5bfe092436afaa561e12b69dbaf0352d75f9c5b09a33bd713611768&platform=browser&postID=61b8efc7f2a36b1ac9f4282f&postSlug=guides%2Fstyle%2Fbest-mens-leather-dress-boots-under-500&site=bi&u=https%3A%2F%2Fwww.amazon.com%2Fgp%2Fproduct%2FB004ECWBZW%3Fasc_refurl%3Dhttps%253A%252F%252Fwww.businessinsider.com%252F%26asc_source%3Dbrowser%26asc_campaign%3Dcommerce-pra%26tag%3Dbiipgf_101518_best-shoe-polish-20%26th%3D1" target="_blank" rel="noopener nofollow sponsored noindex" data-am-orig-url="https://affiliate.insider.com/?h=ba6cc844b5bfe092436afaa561e12b69dbaf0352d75f9c5b09a33bd713611768&u=https%3A%2F%2Fwww.amazon.com%2Fgp%2Fproduct%2FB004ECWBZW%3Fth%3D1" class="sj-link" data-analytics-module="body_link">Saphir</a>, which not only covers scuff marks but also helps revitalize the leather. After you've given the polish time to dry, go over the boots with a buffing brush. See my full guide to the<a href="https://www.businessinsider.com/guides/style/best-shoe-polish" rel="" data-analytics-module="body_link"> best shoe polish</a>.</p> <div class="slide-options "> </div> </div> </div> </div> </div> </section> </div> <section class="post-authors" data-component-type="post-author" > <div class="post-author"> <a id="post-author_profile-link" href="https://www.businessinsider.com/author/andrew-amelinckx" target="_blank" data-analytics-product-module="author-bio"> <div class="author-profile-image-wrapper" data-slug="andrew-amelinckx" > <div class="lazy-holder author-profile-image"> <img class="lazy-image author-profile-image" src="data:image/svg+xml,%3Csvg xmlns='http://www.w3.org/2000/svg' viewBox='0 0 1 1'%3E%3C/svg%3E" data-src='https://i.insider.com/63d2eb2340fbb600192ba3ab?crop=1:1&width=256&format=jpeg&auto=webp' alt="Andrew Amelinckx" /> <noscript> <img class="no-script" src="https://i.insider.com/63d2eb2340fbb600192ba3ab?crop=1:1&width=256&format=jpeg&auto=webp" /> </noscript> </div> </div> </a> <div class="post-author_info"> <div class="post-author_top"> <a id="post-author_name-link" class="post-author_link not-content-link" href="https://www.businessinsider.com/author/andrew-amelinckx" target="_blank" data-analytics-product-module="author-bio"> <div class="post-author_name headline-semibold">Andrew Amelinckx</div> </a> <div class="post-author_title headline-regular">Freelance Reporter, Insider Reviews</div> </div> <div class="post-author_bio headline-regular"> <input type="checkbox" id="expanded0"> <div class="post-author_bio_content"> <span>Andrew Amelinckx is a freelance journalist and narrative non-fiction writer represented by the Jennifer Lyons Literary Agency. He covers men's style, history, culture, and true crime. His newest book is “Satellite Boy: The International Manhunt for a Master Thief That Launched the Modern Communication Age” (Counterpoint Press, 2023). He's an admitted clotheshorse.</span> <span><a href="https://www.businessinsider.com/insider-reviews-expertise-in-product-reviews">Learn more about how our team of experts tests and reviews products at Insider here</a>.</span> </div> <label for="expanded0" role="button" class="post-author_bio_more">Read more</label> <label for="expanded0" role="button" class="post-author_bio_less">Read less</label> </div> </div> </div> </section> <section class="category-tagline body-italic"> <div> <p class="body-italic">You can purchase logo and accolade licensing to this story <a href="https://www.parsintl.com/publication/business-insider/">here</a>.<br><br>Disclosure: Written and researched by the <a href="https://www.businessinsider.com/guides">Insider Reviews</a> team. We highlight products and services you might find interesting. If you buy them, we may get a small share of the revenue from the sale from our partners. We may receive products free of charge from manufacturers to test. This does not drive our decision as to whether or not a product is featured or recommended. We operate independently from our advertising team. We welcome your feedback. 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data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Mobile Article" data-responsive="[{"browserLimit":[0,0],"slotSize":[[320,50],[320,100],[300,250],[300,50]]}]" data-tile-order="tile-0" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" data-targeting="{"adunit":"businessinsider.mobile/reviews-slideshow/after-content/style-reviews","region":"Mobile Article","tag":"features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides","template":"exceptional","dvp_spos":"after-content","rawvert":""}" data-amazontamsizes="[[320,50],[320,100],[300,250],[300,50]]" data-enable-ad-refresher="true" data-refresh-count="0" ></div> </div> </article> </div> </section> </section>  <aside class="rr-has-sticky-toc l-rightrail-default-image has-video-ad" id="l-rightrail" data-rail data-component-type="sticky-rail" > <section data-sticky-rail data-track-page-area="RR"> <div class="sticky-rail-ad-container container-0 sticky-rail-exclude-ad"> <div class="ad-callout-wrapper ad-label headline-medium only-desktop"> <div data-bi-ad id="gpt-slideshow-insiderpicks_style-upper_300-desktop-fluid-1" class="ad ad-wrapper fluid only-desktop" data-force="1" data-type="ad" data-adunit="businessinsider.desktop/reviews-slideshow/rail-1/style-reviews" data-secvert="insiderpicks" data-tag="features,men's-style,men's-boots,boots,insider-picks-guides,best-guides,mens-shoes,men's-clothing,ip-style,insider-picks,insider-reviews,style-guides" data-authors="andrew-amelinckx" data-region="Upper 300" data-responsive="[{"browserLimit":[728,0],"slotSize":[[300,250],[300,600]]}]" data-tile-order="tile-0" data-url="/guides/style/best-mens-leather-dress-boots-under-500" data-template="exceptional" 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