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If you’ve been holding off on buying a pair of winterized shoes, waiting for some sort of sartorial sign, here it is: there’s a grip of stellar boots on sale right now. (How many boots are in a grip? We don’t know, but it’s, like, a lot of boots.) That’s great news because you should probably have not one, but a few pairs to keep you sorted through a variety of situations. Your meet-the-parents boots, your everyday-kick-around boots, your blizzard-proof boots, your freaky avant-garde boots—no matter the context, there’s a boot out there that aligns with your size and budget. The joy of this job is that we get to window shop all day long—sometimes, we even buy stuff!—but the bittersweet part is that we can’t gatekeep all the great deals we find. So, with a conflicted heart, here are 17 of our favorite boots on sale right now.
Oh, and if you haven’t a clue where to begin your boot journey, don’t worry—we’ve got a whooooole video dedicated to the topic. Feel free to follow along as you watch and parse through all the actual boots discussed, sing-along style.
All products featured on GQ are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.
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Timberland 6″ premium waterproof boot
A New York City classic that happens to look great no matter where you live.
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Vans Slip Hiker LX boots
The Michelin man’s boots don’t look half bad.
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Our Legacy Camion boot
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Danner Mountain Light boots
Danner’s groundbreaking boots are still as fresh today as when they were first introduced in the 1970s.
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Blundstone 587 boots
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Muck Boot Woody Arctic Ice Aga boots
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Merrell “Moab 2” hiking boots
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GmbH double zip boots
Caution: these avant-garde boots will snap some necks.
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Grenson “Brad” shearling-leather boots
The toughest, burliest, softest boots your feet will ever experience.
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Yogi Torres suede boots
A slightly wonkier and wonderfully weird take on the classic Wallabee boot.
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CamperLab Traktori boots
Fall is for flannel shirts. Winter is for snow-white boots.
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Danner Cedar River moc toe 6″ boot
Why yes, Danner can make a work boot just as killer as its hiking boots.
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Dr. Martens 1460 boots
Take two pairs to cure your ailing fits—doctor’s orders!
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J.Crew Cascade boots
J.Crew’s alpine boots are sexy as hell and ready for any pair of pants you’ve got in your closet. Add to that heritage-brand-level quality and a surprisingly modest price tag and there’s no excuse to miss out.
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Rhodes Footwear roper boot
Blue jeans and cowboy boots like this are like PB&J.
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Rick Owens Tractor boots
Rick Owens has had a standout year, thanks in large part to his absolutely enormous boots like this sumptuous suede pair.
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Diemme x Y/Project YP Civetta nubuck and mesh boots
