The 8 Best Boots to Crush Winter In

The first stage of winter is denial. The second: grief. The third: acceptance, and with that comes a silver lining in an excuse to splurge on a new, winter-worthy pair of boots. The fourth: once again, grief.

This is our winter boots round-up, listed in no specific order, that will keep you walkin’ in a winter wonderland with warm, dry feet. We’re taking no prisoners when it comes to atmospheric inclemency this Winter ’18 and neither should you. We care about the welfare of your toes just the same as we do ours, so stick to this list and you’ll be on the fast-track to spring like a chairlift up a ski hill, admiring those fresh new kicks the whole ride.

Frank And Oak Vibram Outsole Lined Boot


The classic combat boot is always going to remain a winter go-to for people who want a slimmer, more refined alternative to a clunky snow shoe. Keep things sleek and sexy with this all-black genuine leather pair from Frank And Oak. They’ve got that all-coveted Vibram outsole (so you know they’re legit) and the shearling to match your denim jacket collar in their lining.


Moncler Egide Shearling-Lined Hiking Boot



Speaking of shearling, if you need something a little more heavy-duty with a bit more punching-power for that fresh powder on your next trip up to Whistler, all while keeping an understatedly stylish, European-inspired profile, there’s a reason why the posh crowd tend to reach for Moncler. These boots by the Italian brand juxtapose a tough, triple rubber technical sole with a nonchalant dark brown suede upper masterfully. How do you say “après ski” in Italian?


Timberland x OFF-WHITE 6-Inch Textile Boot


While UGG boots, Canada Goose jackets, and pumpkin spice lattes mark the start of cold weather for most #basic gals, the guy equivalent, at least on the northeast coast, is undeniably a pair of Timbs. While most will be dusting off their pairs from winters passed, stand out from the crowd with this exclusive collaboration between Timberland and en vogue fashion house Off-White, headed by star designer Virgil Abloh. You won’t have to worry about cold feet with these on this winter, but you could start prepping for the endless callouts from hypebeasts you’ll get.


Sperry Gold Cup Lug Duck Boot


Although we resist it as much as we can, sometimes function takes precedence over form, especially when dealing with heavy snow falls slushy sidewalks. Luckily for us though, Sperry has engineered a way for us to maximize functionality without sacrificing form with these Gold Cup Lug Duck Boots. Using the classic duck boot design for its practical, waterproof functionalities, Sperry has given them a lambskin lining and lightweight Vibram sole to pair nicely with the premium leather upper that will have you laughing all the way into spring.


Saint Laurent Black Wyatt Boot

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If you live somewhere warm enough where these constitute winter boots, then you owe it to the rest of us to do it in style. Channel Willem Dafoe’s character “Jopling,” from Wes Anderson’s masterpiece “The Grand Budapest Hotel,” not only because you wish your parents called you Jopling, but because he sartorially schooled everyone on how to do winter like a cold-blooded assassin. These Black Wyatt Boots from Saint Laurent will have you killing winter like it’s 1930’s Budapest. Razor sharp cheekbones sold separately.


Chuck Taylor All Star Waterproof Boot

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If there’s one thing we all wished Chucks would do for us, it’s keep our socks perfectly bone-dry while we leap feet-first into puddles and snow banks. Thanks to revelations in modern science, now they can. These waterproof hi-tops take your conventional Chucks and upgrade them with closed medial eyelets, an internal bootie, and a lugged rubber outsole to keep the water out and warmth in. Don’t sacrifice one of your favourite summer silhouettes in a good old-fashioned pair of Converse just because it’s getting a little muckier outside.


Moncler Peak Nubuck Hiking Boot

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New boots? Nubuck. Moncler are back at it again with the winter-worthy boots, this time featuring a(nother) Vibram sole. If there has been one takeaway from this article, it’s that Vibram knows how to make a great heavy duty sole. Moncler are masters at taking sporty and making it sexy, and this pair is no exception. The hooked eyelets that go all the way down to the toe-cap give these that vintage mountain climber look, but the soft and supple nubuck upper introduce an updated, modern feel.


Tiger of Sweden Suede Barant S Boot

tiger boot

With their lower cut, stacked leather heel and sole, and suede upper, these Barant S boots by Tiger of Sweden are made for warmer climes. But we aren’t ones to geographically discriminate here at Sharp, nor are we ones averse to taking sunny holidays during the darker days of winter. These boots are stylish yet simple, and that’s why we like them.