We may earn money or products from the companies mentioned in this post.
There comes a time when you need something dressier than sneakers but a little more laid back than oxfords. Enter this collection of boots that includes everything from rugged lace-ups to polished pull-ons. Just as comfortable as your dependable kicks and stylish as you’re your wingtips, they’re the best of both worlds.
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Antonio Maurizi Men’s Burnished Medallion Wingtip Boot (Black)$695$249.00 -
Antonio Maurizi Men’s Burnished Medallion Wingtip Boot (T.moro)$695$249.00 -
Antonio Maurizi Men’s Perforated Detail Captoe Lace Boot (Black)$695$249.00 -
Antonio Maurizi Men’s Perforated Detail Captoe Lace Boot (Castagno)$695$249.00 -
Antonio Maurizi Men’s Perforated Detail Captoe Lace Boot (T.moro)$695$249.00 -
Gordon Rush Men’s Zander Two-Toned Chelsea Boot (Black/Lavagne)$495$199.00 -
Gordon Rush Men’s Zander Two-Toned Chelsea Boot (T.Moro/Paludo)$495$199.00 -
Carlos Santos Men’s Fatima Welted Ankle Boot (Dark Brown)$495$199.00 -
Gordon Rush Men’s Richards Wingtip Boot (Nero)$525$159.20 -
Gordon Rush Men’s Richards Wingtip Boot (T.moro)$525$159.20 -
The Generic Man Men’s Bouncer Leather Lace-Up (Black)$360$162.00 -
The Generic Man Men’s Bouncer Leather Lace-Up (Grey)$360$162.00 -
The Generic Man Men’s Riderman Leather Lace-Up (Black)$425$153.00 -
The Generic Man Men’s Riderman Leather Lace-Up (Burgundy)$425$153.00 -
The Generic Man Men’s Riderman Leather Lace-Up (Navy)$425$153.00 -
The Generic Man Men’s Wingman Boot (Grey)$395$111.20 -
Florsheim By Duckie Brown Men’s Military Boot (Black Patent)$475$143.00 -
Florsheim By Duckie Brown Men’s Military Boot (Cognac)$475$143.00 -
Florsheim By Duckie Brown Men’s Military Boot (Olive)$475$143.00 -
B Store Men’s Gordon 3 Boot (Black Abrasivato)$280$139.00 -
B Store Men’s Gordon 3 Boot (Black Suede)$540$139.00 -
Swear London Men’s Wingtip Boot (Black)$450$119.00 -
testoni BASIC Men’s Coperson Boot (Nero)$268$119.00 -
Florsheim by Duckie Brown Men’s Ludgate Boot (Plum)$275$103.00 -
Andrew Marc Men’s Forte Boot (Brandy)$268$103.00 -
Ted Baker Men’s Murrt Boot (Blue Canvas)$215$95.00 -
Andrew Marc Men’s Roxbury Boot (Asphalt/Deep Natural/Black)$225$87.00 -
Eastland Men’s Stonington 1955 Camp Moc Boot (Black)$225$79.00 -
Eastland Men’s Belgrade 1955 Kiltie Boot (Black)$225$79.00 -
Eastland Men’s Belgrade 1955 Kiltie Boot (British Tan)$225$79.00 -
Eastland Men’s Belgrade 1955 Kiltie Boot (Chestnut)$135$79.00 -
Rockport Men’s Break Trail Boot (Black)$225$71.00 -
Eastland Men’s Uptown Boot (Dark Brown)$200$64.00 -
Rockport Men’s Break Trail II Wing Tip Lace-Up Boot (Larch)$675$63.00 -
Rockport Men’s Union Street Wingtip Boot (Dark Shadow)$180$63.00 -
testoni BASIC Men’s Chelsea Boot (T Moro)$170$63.00 -
Royal Elastic Men’s Heckler Boot (Bungee)$295$63.00 -
Rockport Men’s Union Street Desert Boot (Bitter Chocolate Suede)$275$59.00 -
Ben Sherman Men’s Scott Cap Toe Boot (Dark Brown)$250$59.00 -
Bacco Bucci Men’s Dunston Boot (Black)$175$79.00 -
Bacco Bucci Men’s Bareda Boot (Brown)$163$71.00 -
Ben Sherman Men’s Remy Buckle Boot (Tan)$160$67.00 -
J SHOES Men’s Mojave Boot (Black)$110$47.00 -
Rockport Men’s Castleton Boot (Tan)$89$55.20 -
Eastland Men’s Daily Double Boot (Black)$$39.00 -
Muk Luks Men’s Brandon Boot (Coffee)$$39.00