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
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
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
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
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