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The Best Men’s Boots of 2020

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 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 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

Also available in: Black, Sequoia, Dark Brown Suede.

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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

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 & Black.

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

The Best Boot for Versatility: 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

Also available in: Black Matte, Canyon, Burnt Copper..

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