34 Boots to Carry You Through Winter in Style
The kind of rugged, badass boots that make you want to own a motorcycle—or at least pretend like you do.
Thursday Boot Co. Captain boot in dark olive suede
Buy Now$199
Thursday Boot Co.
There are newer, fresher Timbs out there, of course—but their iconic six-inch wheat model is still the one that matters most.
Timberland six-inch classic boot
Buy Now$190
Nordstrom
Tommy Hilfiger's fiery flip is pretty killer, too.
Tommy Hilfiger lace-up construction boot
Buy Now$191
Farfetch
Bulletproof, boardroom-ready brogues.
Massimo Dutti black tumbled leather boots
Buy Now$195
Massimo Dutti
Dressy enough to wear with a suit, comfy enough to wear with sweats.
Astorflex Bootflex boot
Buy Now$179
End Clothing
J.Crew's refined take on Blundstone's iconic pull-tab boots is the ultimate weekend shoe.
J.Crew "Kenton" leather Chelsea boots
Buy Now$248
J.Crew
And the beefed-up Chelsea for puddly weekend strolls.
Blundstone men's original 500 boots
Buy Now$180
Zappos
Classic American work boots at a classic American price.
Thorogood 814-4200 moc toe tobacco
Buy Now$180
Context
Docs are every bit as tough and versatile as you remember.
Dr Martens core 8-eye boots
Buy Now$140
Urban Outfitters
The Bean boot, a true New England icon and still your most reliable option when shit really hits the fan weather-wise.
Men's Bean Boots by L.L.Bean
Buy Now$119
L.L.Bean
You know what the brogue detailing on this pair does? It gives you an excuse to buy more than one pair of Chelsea boots.
Stacy Adams "Abner" Chelsea boots
Buy Now$70
Nordstrom Rack
The Hiker Mid channels the classic Timb style everyone loves, but the vibe leans a little more toward "rugged outdoors" than "’90s hip-hop."
Timberland Hiker Mid boot
Buy Now$110
Timberland
Your fave dress shoes—now with a little more ankle support.
Zara double buckled leather ankle boots
Buy Now$129
Zara
If you walk to work or take the train, this rugged lug sole will keep your boots looking good long after week one.
Allen Edmonds "Tate" Chelsea boots
Buy Now$225
Zappos
Introduce your 501s to their new best friend.
Banana Republic "Tuck" split toe work boot
Buy Now$178
Banana Republic
Wear these with black slim-straight jeans tucked in for a look that's a little bit fashion pirate, a little bit military cop.
Camper lace-up boots
Buy Now$215
Farfetch
A heavy-duty sole, elastic gusset, and pull-tab in the back mean this pair only looks precious.
Jack Erwin "Ellis" rubber sole Chelsea boots
Buy Now$220
Jack Erwin
Black combat-ish lace-up boots are perfect for giving your Chelsea boots a well-deserved break from the spotlight. Even just for a weekend or two.
Timberland premium 6 inch boot
Buy Now$190
Need Supply
A higher ankle and soft suede fabrication give these boots an office-friendly polish.
Magnanni "Bareyo" Chelsea boots
Buy Now$200
Nordstrom Rack
One part hiking boot, one part sneaker, the GT Rally boot has a distinct throwback vibe.
Timberland GT Rally boot
Buy Now$100
Timberland
Like this pair? Good news, they come in fourteen other colors.
Aldo "Vianello" Chelsea boots
Buy Now$165
Aldo
The rich brown color and turned-up sole on this pair will give you that weathered cowboy look straight out of the box.
Grenson "Declan" suede Chelsea boots
Buy Now$172
Matches Fashion
These black cherry boots will wake your gray check trousers and selvage jeans right up.
Red Wing 6" Chelsea boots
Buy Now$190
Nordstrom Rack
For the guy who needs an all-weather boot for the winter commute, these hit the rugged-meets-polished sweet spot, and at a very reasonable price.
Rhodes "Dean" boot
Buy Now$220
Huckberry
For the skinny-denim diehards—and everyone else who feels like a square in black dress shoes.
Mango leather Chelsea boots
Buy Now$100
Mango
It's like the L.L. Bean boot and a pair of Dr. Martens had a baby.
Saturdays "Darren" duck boot
Buy Now$325
Saturdays NYC
This Timberland-like spin will take you right through spring and summer—if you can keep 'em clean, that is.
Saks Fifth Avenue "Roma" Chelsea boots
Buy Now$100
Saks Off Fifth
Your navy blue suit could use a refresh; these boots and a cashmere turtleneck or crewneck would get the job done.
Zanzara "Hamel" leather Chelsea boots
Buy Now$120
Nordstrom Rack
Remember that moment a decade ago when pre-beard Drake wore these classic American work boots literally everywhere? It's come all the way back around.
Red Wing heritage classic moc 6" boot
Buy Now$270
Amazon
This pair feels more at home in a studio, garage, or warehouse than a cubicle.
UO "Lester" Western Chelsea boots
Buy Now$119
Urban Outfitters
Source: https://www.gq.com/gallery/boots-to-carry-you-through-winter-in-style
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