The 26 Best Winter Boots for Men in 2021


When your daily routine requires trudging through sleet and snow, you don’t want to bother with inferior footwear. You need the best winter boots for men to withstand the elements and prevail. We love smart, dressy Chelsea boots as much as anyone else, but when the snow falls, we need something that carries us around like these essential rain boots. Pair them with a stylish winter coat and you’ll conquer the elements with ease. A pair of the best sneakers of 2022, or a trusty pair of hiking shoes, or anything that can (sort of) pinch for an all-weather shoe in the winter if you live somewhere mild. They are all good. But there comes a time every winter when these pinchers just won’t cut it. You need to take out the big guns.

The problem is, most boots with this kind of attitude and all-weather performance cred tend to leave a lot to be desired in the style department. That’s where these boots shine: durability at their core, with good looks to boot. They’re like luxury SUVs for your feet, equipped with the best winter tires money can buy. Whether you need a pair to dominate the trails or the boardroom or shovel your driveway, we’ve got the right all-weather men’s winter boots for you. Here are our favorite pairs for all budgets, styles and needs.

Looking for even more boot options? Don’t miss our overview of best boots under $200the best boots on amazonthe best chelsea bootsand the best rain boots.

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The Best Hip-Hop Approved Winter Boots

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Premium Timberland 6 Inch Waterproof Boot

Decades of rap videos may have convinced you that Timberland’s iconic six-inch work boots are something best kept fresh and pristine, out of the elements. But it does your Timbs a huge disservice. The thing is, those nubuck uppers that are so precious to you are fully waterproof, lined with PrimaLoft insulation, and built to tackle much more extreme conditions and harsh environments than you’re likely ever to encounter in your day-to-day life. Spray them first if you have to, give them a quick wipe down once in a while, but don’t be afraid to treat them like the real blue winter boots that they are.

The Best Anytime, Anywhere Winter Boots

Blundstone 550 Chelsea Boots

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We’ve sung Blundstones’ praises many, many times before. Here’s a quick recap, though, for the TL crowd; DR: Blunnies are more comfortable than that memory foam mattress you just bought via a podcast, impervious to moisture and cold, easy to get on and off, and strangely, implausibly fashionable. If you’ve never owned one, this is the year to take the plunge – all the hype will come into its own the moment you put them on.

The Best Practical Winter Boot

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Sorel Caribou winter boots

It’s basically the Hummer of winter boots. The waterproof nubuck upper extends to your calf, giving you more all-around protection for traversing snowdrifts and the like, and it’s been seam-sealed for added weather resistance. And the duck boot-style rubber on the outside of the foot ensures your socks will stay dry in wet and snowy conditions, while giving the boot extra grip around the insole. And here’s the best part: the sherpa lining. It’s unfortunately not real wool, but Sorel’s synthetic fabric is still exceptionally warm and comfortable, cushioning your ankle as you wind your way through the woods, slush-covered city streets, or on the go. anywhere in between. And the entire sherpa-lined interior is removable and washable, so you can throw it in the washing machine once every two weeks to keep it fresh all season long.

The Best Winter Hybrid Boot

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Diemme Balbi suede and rubber Chelsea boot

If you’re still unsure about duck boots, Diemme will change your mind with this stylish hybrid. The Balbi has elastic Chelsea boot-like side panels and a lush textured suede upper, with impenetrable rubber that conquers the elements wrapping the full length of your foot underneath. It’s kind of like a centaur to your feet, except there’s nothing mythical about it other than how divine the fits you’ll do will be.

The best boot for pampering

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They’re comfortable, they’re warm, they’re what you deserve after surviving the past two years. Like Crocs and Birkenstocks before them, Ugg boots have passed through a gauntlet of lazy jokes and emerged on the other side as a certified classic. And before you protest that Uggs are only suitable for soccer mums, we remind you of their original purpose – to keep the toes of Aussie big wave surfers toasty warm on freezing mornings – and also point you to these excellent shots of two opposites – the style kings of the spectrum, Shia LaBeouf and Tom Brady, nailed them with aplomb. They are looking cool, trust us. And even if they didn’t, it wouldn’t matter, because donning these sheepskin-lined thermoregulatory icons is the ultimate act of self-care. If you’ve never experienced the sheer physical pleasure of a day in Uggs, it’s time for a change.

The Best Dressy Winter Boots

Edward Green Galway waxed suede lace-up ankle boots

If your winter boots follow the strict dress code of a more formal office (or your very classic #menswear wardrobe), you’ll want something that can handle whatever winter throws at it and look good doing it. . Edward Green is a master of handmade shoes, occupying the upper echelon of esteemed shoemakers. Their Galway boot is a brand best-seller thanks to its sleek silhouette, timeless styling and next-level construction. This waxed suede version sits on a Dainite rubber sole, combining water resistance with maximum traction. So you never have to worry about getting your tailored pants dirty since these boots will never let you slip.

If your winter boots follow the strict dress code of a more formal office (or your very classic #menswear wardrobe), you’ll want something that can handle whatever winter throws at it and look good doing it. . Edward Green is a master of handmade shoes, occupying the upper echelon of esteemed shoemakers. Their Galway boot is a brand best-seller thanks to its sleek silhouette, timeless styling and next-level construction. This waxed suede version sits on a Dainite rubber sole, combining water resistance with maximum traction. So you never have to worry about getting your tailored pants dirty since these boots will never let you slip.


20 Other Winter Boots We Love

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Muck Boot Arctic Pro Snow Boot

Can’t see the forest for the trees? strike frankly Brother… you are the trees.

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Blundstone 566 Thermal Chelsea Boots

Our favorite all-around winter boot.

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Suicoke x Bape Bower-EVAB Boots

Suicoke’s popular Bower winter boots were sold out this winter. But this fashionable BAPE collaboration brings even more warmth.

Red Wing Classic Moc Gore-tex ankle boots

Red Wing’s perennial best-selling workwear just got a waterproof upgrade.

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Grenson “Brady” suede boots

Rugged hiking boot style ready to tackle winter slush while keeping your feet comfortable and cozy.

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Salomon Snowcross Adv Ltd trail shoes

Salomon’s range of advanced winter sports gear is on full display with these waterproof yet breathable trail running shoes, featuring an integrated gaiter to keep snow and rain out.

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Gucci logo ankle boots

Between Moon Boot and vintage pea coat, these Gucci boots are winter-ready thanks to their insulated upper covered in ultra-warm melton wool.

Moonstar Allweather canvas high-top trainers

Sneaker-level comfort with high rubber sidewalls for added protection from the elements.

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LLBean 10″ Bean ankle boots in tumbled leather lined with shearling

Bean boots are used to selling like hot Nikes do, so we’d advise getting your mitts on this extra-comfortable sheepskin version while you still can.

Legacy Xtra Tuff 6″ Chelsea Boot

As tough as the name suggests.

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Bogs classic tall waterproof boot

If your winters are more rainy than freezing, these neoprene boots are for you.

“The Ansel” boot from Season 3

Classic hikers with a few new tricks up their sleeves, like a cushioned orthotic insole, Vibram outsole and merino wool lining.

Viberg Pachena Bay Boot

Old-world craftsmanship with a touch of modern Thinsulate insulation (and a rugged rubber lug sole).

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Danner Mountain Light Boot

The hiking shoe that spawned all the others.

The North Face Chilkat IV Waterproof Insulated Snow Boot

Neither rain, nor sleet, nor snow will prevent you from putting out a fire.

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Todd Snyder x Alden Indy Boots

Lucky enough to live somewhere with a milder climate? Boots like these, heavily oiled for weather resistance, are perfect for winter.

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Dr. Martens 1460 Wintergrip Boots

A fur-lined, winterized upgrade on every Brooklynite’s favorite boot.

$160

Dick Sporting Goods

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Dr. Martens 2976 FL Chelsea Boots

Can’t stand tying your shoelaces in winter? These slip-on Docs are for you.

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Arc’teryx Acrux AR Mountaineering Boot

Put on these specific mountaineering boots to adopt an ultimate form of gorp.

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Mephisto “Leonardo” HydroProtect waterproof boot lined with genuine sheepskin

Old man shoes that bring warmth in more ways than one.
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Adidas Terrex Free Hiker COLD.RDY hiking shoes

Waterproof Gore-Tex lining, rubberized lug soles, insulating layers: the Three Stripes have everything you need to keep your dogs warm and dry this winter.



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