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The Best Men’s Boots of 2023

Dress boots, Chelsea boots, chukkas, classic lace-ups and more — here you’ll find our top boot recommendations for guys who understand quality and don’t want to pay a high retail mark-up for a great looking pair of boots that are built to last.

Best Men's Boots: Thursday Boot Company Arizona Adobe Captain

The Best Everyday Boot: The Arizona Adobe Captain

Key features: Rugged & Resilient Leather, Goodyear Welt Construction, Unbreakable Kevlar™ Blend Laces.

Why we love it: For the guys who want something they can wear anywhere, this Rugged & Resilient lace-up boot looks just as good beaten up after years of hard wear as it does fresh out of the box. With Goodyear Welt construction, unbreakable Kevlar™ blend laces (yes, that Kevlar), and a custom-created matte leather upper, nothing compares to the unparalleled combination of durability, comfort, and style you’ll find in the Arizona Adobe Captain.

What people are saying: “Boots That Get Better With Age.” — Esquire

Best Men's Dress Boot: Thursday Boots Brown Captain

The Best Dress Boot: The Brown Captain

Key features: Brown Chrome Leather, Goodyear Welt Construction, Full Glove Leather Lining, Flat Waxed Laces.

Why we love it: The Brown Captain is the quintessential everyday boot: a comfortable, versatile and durable cap-toe boot handcrafted with the highest quality Tier 1 USA leather, with Goodyear Welt construction and glove leather lining for comfort. Built to last with a premium look that lets the quality of materials do the talking, this classic lace-up boot unites the sophistication of a dress shoe with the durability of a work boot to go wherever the day takes you.

What people are saying: “The classic silhouette of the Captain is what makes these boots so versatile, but it’s the attention to detail that makes them perfect.” — Esquire

Also available in: Black, Natural, Brandy, and Dark Olive Suede

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Best Men's Chelsea Boot: Thursday Boots Grey Suede Cavalier

The Best Classic Chelsea Boot: The Shadow Grey Suede Cavalier

Key features: Shadow Grey WeatherSafe™ Suede, Poron® Shock-Absorbing Insole, Flexible Elastic Goring.

Why we love it: A sleek take on classic silhouette, this dress Chelsea boot looks right at home with a suit or your favorite pair of jeans. It’s stylish, but never stuffy, and it’s built with the materials to stay in form for years to come. Easy to dress up or down, this boot is as versatile as the man who wears it.

What people are saying: “Their take on the Chelsea boot is perfectly understated and well made.” — Men’s Journal

The Best Classic Chelsea Boot: <a href="">The Shadow Grey Suede Cavalier</a>

The Best Rugged Chelsea Boot: The Black Matte Legend

Key features: Black Matte Rugged & Resilient Leather, Goodyear Welt Construction, StormKing™ Rubber Lug Outsole, Poron® Shock-Absorbing Insole.

Why we love it: Built to last with matte leather uppers, StormKing™ lug rubber outsoles and a flexible elastic goring, the Legend blends form and function like nothing you’ve seen anywhere else. This hardwearing Chelsea is every bit as comfortable as you’d expect from a slip-on boot but with the durability of our Rugged & Resilient collection. Handcrafted for the men who wear their boots hard, every detail was carefully selected so you can go the extra mile with confidence.

What people are saying: “One of the nicest and most comfortable pair of boots I have ever purchased.” — Joseph C.

Also available in: Tobacco, Falcon, Bourbon, and Safari

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Best Men's Chukka Boot: Thursday Boot Company Brown Suede Scout

The Best Chukka Boot: The Cognac Suede Scout

Key features: Cognac WeatherSafe™ Suede, Stitchout Construction, Cork-Bed Midsole that Forms to Your Feet.

Why we love it: If you’re in the market for a versatile chukka (aka "desert boot"), look no further: the Scout chukka has been designed to live up to the demands of long days year-round, with everything from cork-bed midsoles that form to your feet to WeatherSafe™ Suede, made with a blended solution of waterproof and hydrophobic compounds to help prevent water from penetrating the leather. You’re sure to appreciate this on those inevitable rainy days, when you can focus on the task ahead instead of any lingering rainclouds.

What people are saying: “Might be my favorite pair of all time.” — Business Insider

Also available in: Mocha, Brown, Black, and Dark Olive Suede

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Best Men's Fashion Boot: Thursday Boot Company Color #77 Wingtip

The Best Fashion Boot: The Color #77 Wingtip

Key features: Hand-Finished Full-Grain Leather, Goodyear Welt Construction, Original Brogue Pattern.

Wingtip warning: If you wear these boots in public, expect to catch wandering eyes and people asking where you got them! Bold, sophisticated, and featuring an original brogue pattern, this timeless wingtip boot is perfect for the discerning, confident connoisseur.

What people are saying: “Best dress boots I’ve seen and for a price point well below what you normally see for this hand craftsmanship and leather.” — Bobby T.

Also available in: Dark Oak and Black

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The Best Fashion Boot: <a href="">The Color #77 Wingtip</a>

The Best Moc Toe Boot: The Burnt Copper Diplomat

Key features: Burnt Copper Rugged & Resilient Leather, Hardwearing Steel Shank, Durable Vibram® Christy Outsole, Poron® Shock-Absorbing Insole.

Why we love it: Handcrafted with Goodyear welt construction, Vibram’s world-famous Christy outsoles and our own Rugged & Resilient leather, this essential moc toe boot was built to take a beating while looking great year after year - and with premium comfort features like Poron® insoles and cork-bed midsoles that form to your feet over time, chances are you’ll never want to take them off.

What people are saying: “ Awesome boots right out of the box! Perfect for the morning commute on my Harley; perfect for the office.” – Jim P.

The Best Moc Toe Boot: <a href="">The Burnt Copper Diplomat</a>

The Best Boot For Versatility: The Black Matte Captain

Key features: Rugged & Resilient Leather, Goodyear Welt Construction, Unbreakable Kevlar™ Blend Laces.

Why we love it: There are a few Captains on this list, and for good reason - we can't get enough of this effortlessly versatile boot. With a timeless silhouette that pairs well with anything from a suit to blue jeans, the matte black leather on this Captain provides a laid-back look that makes it look great without ever trying too hard. Built for the long haul with the best materials around, the Black Matte Captain was designed to look even better the more you wear them out.

What people are saying: “WOW. Honestly I was hesitant at first but I’m blown away at the quality, fit, style and the price! Best boots hands down and I can’t wait to order more.” — Andre C.

Highest Quality. Honest Prices.

Take a look at our full Men’s Boots collection to see what else we have to offer.

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