22 Stylish Winter Boots That Will Keep You Dry and Warm
As Canadian women, we need a winter boot that’s going to offer double-duty. One that’s both warm and stylish, functional and fashionable. Sounds like a tall order? It is, so we’ve done the legwork for you and rounded up the best boots on the market. Whether you’re on the hunt for a cozy pair or something toasty and on-trend, here are the top 20 that made the cut – no ifs, ands or boots!
Classic Kicks: Cole Haan Tall Boots
These beautiful boots would have us begging for cold weather so we could wear them ASAP.
Cole Haan Auden Tall Waterproof Boot; was $398, now $72.
Classic Kicks: Honey-X Shearling Booties
These classic black boots are built for cold Canadian winters. Wear them as-is or roll down the cuff for an trendier take.
La Canadienne Honey-X, $475.
Classic Kicks: Kodiak Waterproof Boots
These versatile moto-inspired boots would look good with just about anything in your closet – while keeping you warm to boot!
Classic Kicks: Fergalicious Dress Boots
Luxury and utility unite in this fashion-forward suede boot that's surprisingly comfortable.
A Cozy Pair: Uggs
There's no doubt about it–Uggs still win for coziest boots around. Moody deep purple and ultra-femme bows give them a stylish update for this season.
UGG 'Meilani' Bow Boot, $303.
A Cozy Pair: Sorel Caribou Boots
There’s a reason Sorel’s classic caribou boot stays in style season after season. Part black, part shearling and entirely cozy, it’s the ultimate winter footwear for Canadian women.
Sorel Caribou Boot, $200.
A Cozy Pair: Suede Booties
Take a break from all the black with this taupe hiker-inspired boot that will brighten up your winter wardrobe.
JSlides Denver Bootie, US $218.
A Cozy Pair: Rustic Chic Snow Shoes
This lined boot with a cozy trim is equally as stylish après ski as it is for weekend shopping sprees.
Aldo 'Countiss' Boot, $160.
Trendy and Toasty: Stylish Cozy Boots
With the perfect mix of shearling and polished leather, these beautiful utilitarian boots are a lesson in style and staying warm at the same time.
Trendy and Toasty: Warm Wedges
It’s easy to look stylish in a snowstorm when you have these warm wedge booties on your feet.
Trendy and Toasty: Soft Shearling Booties
Shearling is a sure-fire hit during winter, and these little booties are the perfect way to incorporate the material into your winter wardrobe.
Trendy and Toasty: Timberland Buckle Boots
The buckle detailing on these warm black boots ensures your feet will always be in vogue no matter the weather.
Timberland Earth Boots, $79.
Sporty Snow Shoes: Black Booties
These black beauties are functional yet still cute enough to keep you on-trend all winter long.
Aldo 'Birdy' Boots, $110.
Sporty Snow Shoes: Sperry Booties
Miss kicking back in your Sperry's during the carefree days of summer? These micro-fleece lined boots are reminiscent of the sporty summer lace-ups you long for.
Sperry Saltwater Duck Boot, $140.
Sporty Snow Shoes: Boho Ski Boots
You’ll want to live in these boho-chic boots with bright red laces all winter long.
ONE by Kim & Zozi, $30.
Sporty Snow Shoes: Olang Boots
The cold weather won’t seem so bad when you’re stomping around in these cool shiny black boots by Olang, which (thankfully) have cleats on its soles.
Olang 'Sound' Boot, $198
Sporty Snow Shoes: Heavy-Duty Grey Boots
Besides the incredibly cool colour palette, these stylish grey-on-grey boots are practical and totally made for Canadian winters.
Aldo 'Magnet' Boots, $130.
Sporty Snow Shoes: Adidas by Stella McCartney
Adidas teamed up with designer Stella McCartney to create a fashion-forward winter boot that doesn’t compromise warmth. The result? This runway-worthy quilted shell pair.
Sporty Snow Shoes: High-Tech BootsThis boot features a new 'Arctic Grip' technology that allows for unparalleled traction on wet ice, meaning winter doesn’t stand a chance.
Merrell Women’s Aurora Tall Ice+ Waterproof in Espresso, $130.
Feminine Footwear: Quilted Rainboots
Ladylike quilting and patent-look rubber make these boots snow-bunny approved.
Fulton Quilted Rainboot, $198.
Feminine Footwear: Michael Kors Wedges
For the girl who would never be caught in flats, these hiking-style wedges will keep you looking cool despite the cold.
Feminine Footwear: Over-the-Knee Boots
Seductive over-the-knee boots will ensure you look sexy even when bundled up in your winter parka.