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The Best Boots for Every Type of Canadian Winter

Winter boot requirements can vary from coast to coast, but wherever you live (or whatever you’re doing) there’s a style tailor made for you.

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1_Cougar_Wonder

The look: Chalet Chic

Perfect for: Hanging out in Whistler Village

Sporty silhouettes and fuzzy accents will guarantee you’re in fine form in downtime off the slopes. Choose cropped styles that offer an update to retro-inspired looks in classic shades or take a step beyond basic black with a pair of boots in an unexpected hue such as navy, plum or green.

Cougar Wonder Boots, $160, cougarboots.com

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2_Shumaker_Dayna-Tan-85

The look: Chalet Chic

Stepwel Dayna boots, $85, shumaker.ca

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3_Sorel_-JOAN-OF-ARCTIC™-SHEARLING-BOOT_280dol

The look: Chalet Chic

Sorel Joan of Arctic Shearling boots, $280, sorelfootwear.ca

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1_Hunter_Silver_tall_165

The look: Slush Fun

Perfect for: Art gallery hopping in Vancouver

There’s no reason for a soggy forecast to dampen your sense of style! In the era of next level rain boots you’ll find no shortage of chic options. A flashy finish (think: silver), eye-catching print (did someone say leopard print?) or biker boot detailing top the list of the best ways to splash out.

Hunter Original Tall boots, $165, ca.hunterboots.com

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2_JoeFresh_RainBoots_29

The look: Slush Fun

Joe Fresh rain boots, $29, joefresh.com

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3_Aigle_LilBurg_198

The look: Slush Fun

Aigle Miss Julie boots, $198, littleburgundyshoes.com

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1_Merrell_Sugarbush-Waterproof,-Sunned---J01840

The look: Peak Performance

Perfect for: Hiking through Gros Morne National Park, Newfoundland

Endorsed by high fashion lines – thanks, Prada! – hiking boots have risen to top trend status in the cold-weather footwear department. Style trademarks such as hefty lug soles and lacing eyelets and hooks make them easy to spot. Not for rocky terrain only, ankle styles prove most versatile and can even be paired with wooly tights and a flowy knee length hemline. (Looking for a route closer to home? Find Canada’s 10 Best Hiking Trails here.)

Merrell Sugarbush Waterproof boots, $280, merrell.ca

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2_Native_31100601-8312_Fitzsimmons_RoverRedTombBrownBoneWhiteAnthillCamo

The look: Peak Performance

Native Fitzsimmons boots, $130, nativeshoes.com

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3_Timberland_Wheelwright-Hiker-Burnt-Orange-Full-Grain

The look: Peak Performance

Timberland Wheelwright Hiker boots, $180, Hudson’s Bay

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1_NineWest_QUATRINA_360dol

The look: Lucky Charms

Perfect for: A fine dining date in Montreal

Let’s face it, even in the dead of winter there’s a time and a place for boots that are 100% fashion and 0% function. On those nights that are less dashing through the snow, and more dashing from door to door, why not indulge in pairs that have got it and flaunt it? Say oui to embellishments!

Nine West Quatrina boots, $360, ninewest.ca

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2_Marshalls_GreyBooties_50

The look: Lucky Charms

Marshalls faux fur boots, $50, marshalls.ca for store locator

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3_Topshop_KobraPinkMetallic

The look: Lucky Charms

Topshop Kobra Patent boots, $85, Hudson’s Bay

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1_Geox_RAYSSA-ABX_D643HB_04743_C9999_00

The look: Get Shorty

Perfect for: Touring breweries in Toronto

Equal parts cool and classic, there’s no denying the easy-to-wear allure of short black boots. The only rule of the go-to neutral: don’t settle for less than striking details. Buckles, a high-shine finish or chunky heel shape all qualify as a step in the right direction.

Geox Rayssa ABX boots, $300, geox.com for store locator

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2_Olang_SOUND-nero-RGB-750

The look: Get Shorty

Olang Sound boots, $198, olangcanada.com for store locator

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3_Zara_LeatherHighHeelBikerAnkleBoots_159

The look: Get Shorty

Zara High Heel Biker boots, $159, zara.com