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These Are the Best Winter Boots to Step Out In This Season

Conquer the slushy streets in style-meets-function footwear.

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Winter boots have come a long way from their strictly utilitarian builds. Realizing that some of us (ahem, Canadians) deal with the cold season for nearly half the year, designers have stepped it up on the style front, marrying form and function in brilliant ways. With the frosty weather upon us, here we found the best winter boots to sport.

Inuikii Endurance Puffer Beige

Inuikii, winter boots

Like a little puffer coat for your feet, Inuikii’s all-beige take makes for the ideal urban explorer boot. Traverse everything the city throws at you — icy sidewalks, slushy subway cars and the like — with total ease.

Sorel Women’s Caribou Royal Boot

Sorel, winter boots

Some take the winter months as a time for style hibernation; others see it as an opportunity to go all out. For the sartorial peacocks among us, consider SOREL’s high-shine, quilted Caribou that stands out for all the right reasons.

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Maguire Estrella Green Combo Boot

Maguire, winter boots

We’re inclined to say that Maguire’s space age-y silhouette is the perfect city boot. The warm, sheepskin-lining inside keeps your feet toasty while the streamlined silhouette, punctuated by a pretty pop of sage green, lends a style-forward feel with every step.

Moncler Trailgrip Après Boots

Moncler

Spending your season on the slopes? Moncler’s camo-printed boots, in collaboration with Billionaire Boys Club, have you covered. A super-grippy treaded sole lets you take on any terrain in style, chalet included.

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Rick Owens Brown Lunar Tractor Shearling Boots

Rick Owens

With a semi-translucent sole, fuzzy shearling upper and wraparound rope detail, Rick Owens’ Lunar Tractors bring a whole lot of runway to the regular sidewalk. Stick to abridged hemlines (think mini skirts and cropped trousers) to let this standout pair have their full moment.

Ugg Women’s Brisbane Mid

Ugg

We’ll admit it: this one — with its bright pink neoprene upper — might not be suited for those 20 cm snow days. But will we wear this day-brightening pair when the sun clears away a mere dusting? You betcha.

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Canada Goose Men’s Glacier Trail Sneaker High

Canada Goose

For something a little sleeker, try on the Glacier Trail Sneaker, a technically sound style that gives you the best of both worlds: unparalleled, sneaker-like comfort and multi-season performance (minus the clunkiness of a big boot).

Mackage Taupe Hero Boots

Mackage

Style minimalists, meet your cold-weather match. Done up in various off-white hues, this combat-boot style pair — lined with a plush shearling for extra warmth — is primed for even your most low-key looks.

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The North Face Halseigh

The North Face, winter boots

For an eco-minded option that doesn’t spare on true style, pick up The North Face’s Halseigh boot. It’s elevated with super-warm, 100 per cent recycled polyester insulation and an outsole made with 10 per cent rubber from smallholder farmers committed to regenerative agriculture practices.

This article first appeared in FASHION’s November 2023 issue. Find out more here.

This article contains affiliate links, so we may earn a small commission when you make a purchase through links on our site at no additional cost to you.

Jillian Vieira is a Toronto-based writer and wardrobe stylist. The former Style Director at The Kit, her work can now be seen in FASHION, ELLE Canada, the Toronto Star and Toronto Life among others.

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