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1) Best Boot: Thursday Boot Company's Captain Boot 2) Best Chelsea Boots: Koio's Trento 3) Best Moc Toe Boot: Grant Stone's Brass Boot 4) Toughest Boots: White's MP Sherman 5) Best Luxury Boot: The Alden Indy Wrapping Up My List Of The Best Boots What Makes The Best Boots? My Criteria For Selecting These 10 Boots


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Footwear The Best Boots for Men Informed by hands-on testing, our guide to the best boots for men covers nearly every category, from work boots to Chelseas, chukkas and more. By Evan Malachosky and Beau Hayhoe Updated: Sep 7, 2023 Henry Phillips Boots always seem to get more done than shoes.


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Feb 3, 2022 4:00 pm Photo Credit: Courtesy of Thursday Boots Men's leather boots are a staple for any guy's wardrobe. Whether you live in athleisure almost 24/7 or have to dress up each day to head into the office, there will forever be one of the best men's boots available in leather to help step up your style.


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We ranked every pick below by affordability — $ for those $150 and under, $$ for $151 to $300, and $$$ for anything over $350. Best overall ankle boots Dr. Martens 2976 Chelsea Boots $170.