22 Finest Males’s Winter Boots in 2020: Footwear to Deal with the Wettest, Slushiest, Blizzard-iest Climate


If your daily routine calls for sluggishness through sleet and snow, you don’t want to inspire it with below-average footwear. You need the best men’s winter boots to withstand the elements and prevail. We like a sleek, sleek boot – something you can wear in winter but have to be careful to stay in good shape – just like the next. Probably more than the next. Same goes for high-top sneakers or a trustworthy pair of chukkas or anything else that can (somehow) pinch in winter for an all-weather shoe if you live in a mild place. They are all good. But every winter there comes a time when these prize hitters can’t get by. You have to get the big guns out.

The problem is, with this setting and all-weather performance, most boots leave a lot to be desired in the style department. This is where these boots shine: durability at their core, good looks as an added bonus. They’re like luxury SUVs for your feet, fitted with the best winter tires money can buy. Whether you need a pair to dominate the trails, the boardroom, or shovel your driveway, we have the right all-weather winter boots for you. Here are our 22 favorite pairs for every budget, style and need.

The best hip-hop approved winter boots

Timberland 6-inch Premium Waterproof Boot

Decades of rap videos may have convinced you that Timberland’s iconic 6-inch work boots are best box-fresh, pristine, and stay away from the elements. But that puts your Timbs at a massive disadvantage. The fact is, these nubuck tops that are so precious to you are fully waterproof, lined with PrimaLoft insulation, and designed to withstand more extreme conditions and harsh environments than you are likely to ever do in everyday life. Spray them off first if you have to, quickly wipe them off from time to time, but don’t be afraid to treat them like the real blue winter boots they are.

The best winter boots anytime, anywhere

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Blundstone 500 Chelsea boots

We have praised Blundstones many times. Here is a brief summary for the TL; DR crowd: Blunnies are more comfortable than the memory foam mattress you just bought through a podcast, impervious to the wet and cold, easy to put on and take off, and strangely implausibly fashionable. If you’ve never owned a pair before, this is the year you need to take the plunge – all the hype will make perfect sense the moment you put it on.

The most practical winter boot

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Sorel Caribou winter boots

This is basically the lobster of winter boots. The waterproof nubuck upper extends to your calf and offers you more extensive protection when stepping on snow banks and the like. It has been sealed at the seams to increase weather resistance. And the duck-boot-style rubber on the outer foot ensures your socks stay bone dry no matter how wet and snowy the conditions are, and gives the boot extra support around the footbed. And here’s the best: the Sherpa lining. It’s not real wool sheepskin, unfortunately, but Sorel’s synthetic material is still exceptionally warm and comfortable, and cushions your ankle as you sneak through the woods, mud-covered city streets, or anywhere in between. The entire sherpa-lined interior is detachable and washable, so you can toss it in the washing machine every few weeks to keep it fresh throughout the season.

The best winter hybrid boot

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Diemme Balbi suede and rubber wellington boots

If you’re still unsure about duck boots, Diemme will change your mind with this slick hybrid. The Balbi has Chelsea boot-like elastic side panels and a luscious, textured suede top. Impenetrable, cross-element rubber wraps the entire length of your foot. It’s like a centaur to your feet, only there is nothing mythical about it – aside from how Greek-divine the seizures you will have will be.

The best big-ass winter boot

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Bottega Veneta Puddle rubber boots

Bottega Veneta’s leather gurus have been going wild in the boot department lately (see: those absolute Chelsea units), but we still haven’t seen anything like these molded gummy bears coming. It’s big honkin boots that land somewhere between Doug Funnie’s massive sneakers and the spray shoes from Cloudy With a Chance of Meatballs. Somehow they not only work, but also look absolutely fair with everything in your wardrobe in winter and into the rainy season.

The best do-it-all boat

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New Balance Tokyo Design Studio x Snow Peak Niobium Shoe

New Balance has been on fire all year long, and this collaboration with Japanese outdoor enthusiasts Snow Peak is likely to top it off. An all-in-one shoe sounds like infomercials, but this feat of shoe engineering transforms from a slim slip-on mule into a weatherproof boot with a few quick zippers. Whether you want to prepare for winter on the couch or take it easy on foot, these modular wonders will get you through.

The best pampering boot

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They are comfortable, they are warm, they are what you deserve after 2020. Like Crocs and Birkenstocks before them, Ugg boots have gone through a number of lazy jokes and emerged as certified classics on the other hand. And before you protest that Uggs only look right on soccer mothers, we’d like to remind you of their original purpose – to keep the toes of Australian big wave surfers warm in the cold wee hours of the morning – and also point out these excellent shots of two mothers facing each other . Spectrum-style kings Shia LaBeouf and Tom Brady pull it off with serenity. They look cool, trust us. And even if it weren’t, it wouldn’t matter, because slipping on these lambskin-lined, heat-regulating symbols is the ultimate act of self-care. If you’ve never experienced the physical pleasure of a day in Uggs, it’s time for that to change.

15 more winter boots we like

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Salomon X Ultra Winter CS WP 2 boots

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LLBean 10 “bean boots made of leather with lambskin lining

Bean boots have a habit of selling out like hot Nikes. We therefore recommend using your gloves on this extra cozy shearling version while you still can.

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Xtra Tuff 6 “Legacy Chelsea Boots

As brawny as the name suggests.

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Bog’s classic highly waterproof boot

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

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Dr. Martens Made in England Harris Tweed 1460 boots

A very English boot.

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Season three “The Ansel” boat

Classic hikers with a few new tricks up their sleeves, such as a pillow-shaped orthotic insole, a Vibram outsole and a lining made of merino wool.

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Suicoke Bower skull target

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Roa Andreas hiking shoe

As if Air Jordan 10s had Vibram soles and were built to climb mountains.

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Yuketen angler boots made of brushed suede with leather trim

Even boots have grown their hair out this year.

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Acne Studios Bertran tonal for hikers

In the product description these are referred to as “city ready”. This is the code for “not for actual hiking”. Good of us, honestly.

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Viberg Pachena Bay boots

Old world craftsmanship with a touch of modern Thinsulate insulation (and a tough as hell rubber sole).

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Thom Browne wingtip brogue grained leather boots

When you say “fit and booted” three times in the bathroom mirror, these bench-made brogues appear.

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Baffin Wolf boots

Form is function.

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Danner Mountain Light boots

The hiking shoe that made everyone else.

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Arc’teryx Acrux AR GTX mountaineering boots

Darth-Vader-on-Hoth type beat.

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