We may earn money or products from the companies mentioned in this post.
Guys, it’s time to review your footwear collection in prep for the chillier days ahead. And one thing every man needs in his closet is a classic boot (or two). Here, a collection of always-in-style options to serve your wardrobe season after season. In designs from rugged and cool to sleek and sophisticated, these slip-ons and lace-ups from Rockport, Dr. Martens, Florsheim and more are destined to become favorites.
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JD Fisk Men’s Neal Boot (Black nubuck)$219$79.00 -
JD Fisk Men’s Mathers Boot (Brown)$199$79.00 -
JD Fisk Men’s Lukas Lace-Up Boot (Black Leather)$239$89.00 -
JD Fisk Men’s Lukas Lace-Up Boot (Brown Leather)$239$89.00 -
JD Fisk Men’s Lukas Lace-Up Boot (Chocolate Leather)$239$89.00 -
Calvin Klein Men’s Galen Dress Boot (Black)$170$65.00 -
Calvin Klein Mens Galen Suede Boot (Dark Brown)$170$51.00 -
Generic Surplus Men’s Ledger Crepe Boot (Black)$150$75.00 -
Generic Surplus Men’s Ledger Crepe Boot (Monks Robe)$150$75.00 -
Generic Surplus Men’s Mojave Boot (Dark Earth)$135$39.00 -
Generic Surplus Men’s Mojave Boot (Military Green/Monk’s Robe)$135$39.00 -
Generic Surplus Men’s Mojave Boot (Mood Indigo/Earth)$145$39.00 -
Wolverine No. 1883 Men’s Hartley Chelsea Boot (Dark Brown)$152$59.00 -
Wolverine No. 1883 Men’s Hartley Chelsea Boot (Black)$152$59.00 -
Wolverine No. 1883 Men’s Roady Boot (Briar)$178$69.00 -
Wolverine No. 1883 Men’s Rory Boot (Black)$276$79.00 -
Wolverine No. 1883 Men’s Rory Boot (Briar)$242$76.00 -
Andrew Marc Men’s Chelsea Boot (Black)$242$69.00 -
J SHOES Men’s Bailer Lace-Up Boot (Chocolate)$276$110.00 -
J SHOES Men’s Massana Boot (Dark Brown)$225$110.00 -
J SHOES Men’s Massana Boot (Mid Brown)$225$99.00 -
J SHOES Men’s Bailer Lace-Up Boot (Licorice/Mustang)$350$99.00 -
J. Artola Men’s Banner Military Boot (Black)$230$129.00 -
J. Artola Men’s Banner Military Boot (Military Green)$230$109.00 -
John Varvatos Star USA Men’s Moto Lace Boot (Coal)$165$109.00 -
Dr. Martens Unisex Alvis Boot (Black oil tan)$290$89.00 -
Dr. Martens Unisex Alvis Boot (Brown Oil Tan)$230$139.00 -
Dr. Martens Unisex Asher Boot (Dark Brown Burnished Wyoming)$230$109.00 -
Dr. Martens Unisex Beckett Boot (Stone)$310$109.00 -
Dr. Martens Unisex Isaac Boot (Black oil tan)$290$109.00 -
Dr. Martens Unisex Isaac Boot (Brown Oil Tan)$175$145.00 -
Dr. Martens Unisex Langston Boot (Purple)$200$88.00 -
Dr. Martens Unisex Beckett Boot (Taupe)$200$89.00 -
Dr. Martens Unisex Brock Boot (Dark Brown Burnished Wyoming)$160$89.00 -
Dr. Martens Unisex Wallis Boot (Black Berkshire)$175$69.00 -
Dr. Martens Unisex Beckett Beckett (Black)$540$69.00 -
Dr. Martens Men’s Lark Boot (Tan)$675$250.00 -
Dr. Martens Unisex Beckett Boot (Grey felt)$675$225.00 -
testoni BASIC Men’s Coperson Boot (Nero)$675$199.00 -
testoni BASIC Men’s Brogue Boot (Nero)$255$199.00 -
testoni BASIC Men’s Chelsea Boot (Nero)$275$99.00 -
testoni BASIC Men’s Chelsea Boot (T Moro)$250$99.00 -
Bacco Bucci Men’s Renzo Ankle Boot (Brown)$210$119.00 -
Bacco Bucci Men’s Dafine Ankle Boot (Black)$225$99.00 -
Bacco Bucci Men’s Bareda Boot (Brown)$225$119.00 -
Bacco Bucci Men’s Costa Ankle Boot (Black)$160$119.00 -
Rockport Men’s Break Trail II Wing Tip Lace-Up Boot (Black)$160$89.00 -
Rockport Men’s Break Trail II Wing Tip Lace-Up Boot (Larch)$120$89.00 -
Rockport Men’s Castleton Boot (Black)$180$60.00 -
Rockport Men’s Castleton Boot (Tan)$180$90.00 -
Rockport Men’s Heritage Heights Boot (Dark Brown)$200$90.00 -
Rockport Men’s Seabolt Place Lace-Up Boot (Black)$200$109.00 -
Rockport Men’s Seabolt Place Lace-Up Boot (Snuff)$200$109.00 -
Rockport Men’s Union Street Wingtip Boot (Black)$120$109.00 -
Rockport Men’s Union Street Wingtip Boot (Dark Shadow)$150$60.00 -
Rockport Men’s Union Street Wingtip Boot (Tan)$188$35.00 -
Rockport Men’s Heritage Heights Boot (Black)$198$56.00 -
Rockport Men’s Fairwood 2 Chelsea Boot (Black)$198$74.00 -
SeaVees Men’s 5 Eye Trail Boot (Trail)$188$74.00 -
SeaVees Men’s 7 Eye Trail Boot (Flagstone)$695$85.00 -
SeaVees Men’s 7 Eye Trail Boot (Walnut)$695$279.00 -
SeaVees Men’s Boondocker Boot (Dark Earth)$650$279.00 -
Antonio Maurizi Men’s 7344 Wingtip Chelsea Boot (Black)$650$259.00 -
Antonio Maurizi Men’s 7344 Wingtip Chelsea Boot (T.moro)$650$229.00 -
Antonio Maurizi Men’s Carmine Boot (Black)$650$229.00 -
Antonio Maurizi Men’s Pietro Boot (Moro)$650$259.00 -
Antonio Maurizi Men’s Primo Boot (Black)$650$249.00 -
Antonio Maurizi Men’s Sebastian Boot (Marrone)$695$199.00 -
Antonio Maurizi Men’s Timo Boot (T.moro)$140$249.00 -
Antonio Maurizi Men’s Zeno Boot (Brown Visone)$140$59.00 -
Antonio Maurizi Men’s 7473 Medallion Captoe Boot (Black)$225$59.00 -
Eastland Men’s Northfield Boot (Black)$125$79.00 -
Eastland Men’s Northfield Boot (Brown)$150$59.00 -
Eastland Men’s Sherman 1955 Boot (Acorn Suede)$150$129.00 -
Eastland Men’s Burlington Boot (Bomber Brown)$150$129.00 -
Florsheim by Duckie Brown Men’s Ludgate Boot (Black)$150$129.00 -
Florsheim by Duckie Brown Men’s Ludgate Boot (Loden)$150$69.00 -
Florsheim by Duckie Brown Men’s Ludgate Boot (Plum)$130$69.00 -
Florsheim Men’s Gaffney Wingtip Boot (Chestnut)$130$69.00 -
Florsheim Men’s Gaffney Wingtip Boot (Loden)$$69.00 -
Florsheim Men’s Gaffney Wingtip Boot (Navy)$$69.00 -
Florsheim Men’s Gaffney Wingtip Boot (Loden Suede)$$49.00 -
Florsheim Men’s Gaffney Wingtip Boot (Navy Suede)$$49.00 -
Sebago Men’s Beacon Chukka (Brown)$$ -
Sebago Men’s Beacon Chukka (Brown Oiled Waxy)$$