26 Best Men’s Winter Boots in 2021: Footwear to Handle the Wettest, Slushiest, Blizzard-iest Weather

When your daily routine requires trudging through sleet and snow, you don’t want to wing it with sub-par footwear. You need the best men’s winter boots to stand up to the elements and prevail. We like a sleek, dressy chelsea boot as much as the next guy, but when the snow falls, we need something truck us through like these essential rain boots. Pair them with a stylish winter coat, and you’ll be conquering the elements with ease. A pair of 2022’s best sneakers, or a trusty pair of hiking boots, or anything else that can (kind of) pinch hit for an all-weather shoe in the winter if you live somewhere mild. They’re all good. But there comes a time every winter when these pinch-hitters won’t do. You need to bring out the big guns.

Problem is, most boots with that 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 as an added bonus. They’re like luxury SUVs for your feet, outfitted with the finest winter tires money can buy. Whether you need a pair for dominating the trails or the boardroom or shoveling your driveway, we’ve got the right all-weather men’s winter boots for you. Here are our favorite pairs for every budget, style, and need.

Looking for even more boot options? Don’t miss our round-ups of the best boots under $200the best boots on Amazonthe best Chelsea bootsand the best rain boots.


The Best Hip-Hop-Approved Winter Boots

Image may contain: Shoe, Clothing, Footwear, Apparel, and Boot

Timberland 6-inch premium waterproof boot

Decades of rap videos might have convinced you that Timberland’s iconic six-inch work boots are a thing best kept box-fresh and pristine, steered clear of the elements altogether. But that’s doing your Timbs a massive disservice. Fact is, those nubuck uppers you’re being so precious about are fully waterproofed, lined with PrimaLoft insulation, and built to combat much more extreme conditions and stenuous environments than you probably ever encounter on a day-to-day basis. Spray ’em down first if you must, give them a quick wipe every once in awhile, but don’t be afraid to treat them like the true-blue winter boots they are.

The Best Anytime, Anywhere Winter Boots

Blundstone 550 Chelsea boots

We’ve sung the praises of Blundstones many, many times before. Here’s a quick recap, though, for the TL;DR crowd: Blunnies are comfier than that memory foam mattress you just bought through a podcast, impervious to wetness and chill, easy to slip on and off, and strangely, implausibly fashionable. If you’ve never owned a pair, this is the year to take the plunge—all the hype will make total sense the moment you slip them on.

The Best Practical Winter Boot

Image may contain: Clothing, Shoe, Footwear, Apparel, and Boot

Sorel Caribou winter boots

This is basically the Hummer of winter boots. The waterproof nubuck upper extends to your calf, giving you fuller protection for stepping through snowbanks and such, and it’s been sealed at the seams for greater weather resistance. And the duck boot-style rubber on the outer foot ensures that your socks will stay bone dry, no matter how wet and snowy the conditions are, while also giving the boot added grip around the footbed. And here’s the best part: the sherpa lining. It’s not real wool shearling, unfortunately, but Sorel’s synthetic stuff is still exceptionally warm and comfortable, cushioning your ankle as you slog your way through the backwoods, slush-covered city streets, or anywhere in between. And the whole sherpa-lined inner is removable and washable, so you can toss it in the washing machine once every couple weeks to keep it fresh throughout the season.

The Best Winter Hybrid Boot

Image may contain: Clothing, Apparel, Shoe, Footwear, and Boot

Diemme Balbi suede and rubber chelsea boot

If you still aren’t sure about duck boots, Diemme will change your mind with this slick hybrid. The Balbi has Chelsea-boot-like elasticated side panels and lush textured suede up top, with impenetrable, element-conquering rubber encasing the full length of your foot below. It’s kind of like a centaur for your feet, only there’s nothing mythical about it—aside from how Greek-godly the fits you’ll get off will be.

The Best Pamper-Yourself Boot

Image may contain: Clothing, Apparel, Footwear, and Boot

They’re comfy, they’re warm, they’re what you deserve after surviving the last couple years. Like Crocs and Birkenstocks before them, Ugg boots have gone through a gauntlet of lazy jokes and emerged on the other side as a certified classiqué. And before you protest that Uggs only look right on soccer moms, we’d remind you of their original purpose—keeping the toes of Australian big-wave surfers toasty on frigid early mornings—and also point you to these excellent shots of two opposite- spectrum style kings, Shia LaBeouf and Tom Brady, pulling them off with aplomb. They look cool, trust us. And even if they didn’t, it wouldn’t matter, because slipping on these shearling-lined, heat-regulating 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 that to change.

The Best Dressy Winter Boots

Edward Green Galway waxed suede lace-up boots

If your winter boots have meet the strict dress code of a more formal office (or your very classic #menswear wardrobe), you’ll want something that can take whatever winter throws at it and look handsome doing it. Edward Green is a master of handmade footwear, occupying the upper echelon of esteemed shoemakers. Their Galway boot is a bestseller for the brand thanks to its sleeek silhouette, timeless style, and next-level construction. This waxed suede version sits atop a rubber Dainite sole, combining water-resistance with maximum traction. So, you won’t ever have to worry about getting your bespoke trousers dirty since these boots will never let you slip.

If your winter boots have meet the strict dress code of a more formal office (or your very classic #menswear wardrobe), you’ll want something that can take whatever winter throws at it and look handsome doing it. Edward Green is a master of handmade footwear, occupying the upper echelon of esteemed shoemakers. Their Galway boot is a bestseller for the brand thanks to its sleeek silhouette, timeless style, and next-level construction. This waxed suede version sits atop a rubber Dainite sole, combining water-resistance with maximum traction. So, you won’t ever have to worry about getting your bespoke trousers dirty since these boots will never let you slip.


20 More Winter Boots We Love

Image may contain: Clothing, Apparel, Footwear, Cowboy Boot, and Boot

Muck Boot Arctic Pro snow boot

Can’t see the forest for the trees? hits blunt Bro…you are the trees.

Image may contain: Clothing, Apparel, Footwear, Boot, and Shoe

Blundstone 566 thermal Chelsea boots

Our favorite all-around all-weather boot, winterized.

Image may contain: Clothing, Shoe, Footwear, Apparel, Military, and Military Uniform

Suicoke x Bape Bower-EVAB boots

Suicoke’s popular Bower winter boots saw sellout results this winter. But this hyped up BAPE collab brings even more heat.

Red Wing classic moc Gore-tex boots

Red Wing’s perennial workwear bestsellerjust got a waterproof upgrade.

Image may contain: Clothing, Shoe, Footwear, Apparel, Suede, and Boot

Grenson “Brady” suede boots

Rough-and-ready hiking boot style that’s ready to take on the winter slush while keeping your feet comfy and cozy.

Image may contain: Clothing, Apparel, Shoe, and Footwear

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 which feature an integrated gaiter to keep snow and rain out.

Image may contain: Clothing, Apparel, Footwear, Boot, and Suede

Gucci logo ankle boots

Somewhere between a Moon Boot and a vintage peacoat, these Gucci boots are winter-ready thanks to their insulated upper which is faced by ultra-warm melton wool.

Moonstar Allweather canvas high-top trainers

Sneaker-level comfort with tall rubber sidewalls for extra protection against the elements.

Image may contain: Clothing, Apparel, Footwear, Shoe, and Boot

LLBean 10″ tumbled-leather shearling-lined Bean boots

Bean boots have a habit of selling out the way hot Nikes do, so we’d advise getting your mitts on this extra-cozy shearling version while you still can.

Xtra Tuff 6″ Legacy Chelsea boot

As beefy as the name implies.

Image may contain: Clothing, Apparel, Footwear, Boot, and Riding Boot

Bogs classic high waterproof boot

If your winters are more rainy than icy, these neoprene-laden boots are for you.

Season Three “The Ansel” boot

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

Viberg Pachena Bay boot

Old-world craftsmanship with a touch of modern-day Thinsulate insulation (and a rugged-as-hell lugged rubber sole).

Image may contain: Clothing, Apparel, Footwear, Shoe, and Boot

Danner Mountain Light boot

The hiking boot that begat all others.

The North Face Chilkat IV waterproof insulated snow boot

Neither rain nor sleet nor snow will stand in the way of you getting a fire fit off.

Image may contain: Clothing, Shoe, Footwear, Apparel, and Boot

Todd Snyder x Alden Indy Boot

Lucky enough to live somewhere with a mild climate? Boots like these—heavily oiled for weather resistance—are just right for winter.

Image may contain: Clothing, Apparel, Shoe, Footwear, and Boot

Dr. Martens 1460 Wintergrip boots

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

$160

Dick’s Sporting Goods

Image may contain: Clothing, Apparel, Footwear, and Boot

Dr. Martens 2976 FL Chelsea boots

Can’t stand tying laces in winter? These pull-on Docs are for you.

Image may contain: Clothing, Apparel, Footwear, and Boot

Arc’teryx Acrux AR mountaineering boot

Strap into these spec’d out mountaineering boots to assume ultimate gorp form.

Image may contain: Clothing, Apparel, Shoe, Footwear, and Boot

Mephisto “Leonardo” HydroProtect waterproof genuine shearling lined boot

Old man shoes that bring the heat in more ways than one.
Image may contain: Clothing, Apparel, Shoe, and Footwear

Adidas Terrex Free Hiker COLD.RDY hiking boots

Waterproof Gore-Tex lining, rubberized lug soles, insulated layering—the Three Stripes delivers everything you need to keep your dogs warm and dry this winter.

Leave a Comment