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Thirteen stylish and warm winter boots for women

Including puffer, knee-high and Chelsea boot styles

By Patricia Karounos
Thirteen stylish and warm winter boots for women

Winter weather will be here before we know it, which means endless months of grey skies, freezing temperatures and snowy (or, worse, slushy) sidewalks. We’re sorry for the rude awakening, but it’s about time to start thinking about buying some boots that will get you through the season. Ideally, they’ll look great, keep your feet warm and dry, offer good traction when the sidewalks are slick with ice, and be comfortable enough for city walking. Here are 13 stylish women’s winter boot options that check all those boxes.

All products featured on this page were selected by Toronto Life’s editors. However, when you purchase an item through our retail links, we may earn an affiliate commission.


Sorel Tivoli IV Waterproof Boots

 

Sorel Tivoli IV Waterproof Boots

The Tivoli IV boot from Sorel is perfect for city living: it’s made with waterproof suede and coated leather and has a durable, flexible rubber sole for all-day comfort. It’s also insulated for extra warmth and features a faux-fur trim and sleek silhouette that goes with just about any pair of pants. $200


Ziitop Snow Boots
Ziitop Snow Boots

Ziitop’s snow boots may look similar to sturdy hiking boots (and they have a high-traction, slip-resistant sole to match), but this pair is much more lightweight. These boots will keep you dry in wet, slushy and snowy conditions. $55


Columbia Minx Shorty III Snow Boot

 

Columbia Minx Shorty III Snow Boot

 

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The quilted fabric, warm red-brown colour and faux-fur trim on Columbia’s Minx Shorty III boots bring cozy and comforting vibes to winter style. They’re also ultra-functional, thanks to a reliable grip on the rubber sole and Omni-HEAT thermal reflective lining that will provide warmth no matter how cold it gets. $145 


Bogs Amanda II Chelsea Snow Boot

 

Bogs Amanda II Chelsea Snow Boot

A slip-on Chelsea boot is a classic style that can easily fit into any wardrobe. Bogs winterizes its take with a slip-resistant outsole, a plush lining and a soft, 100 per cent waterproof rubber shell. Even better: the boots feature some of the brand’s innovative technology, such as DuraFresh, which fights off odour, and Max-Wick, which helps keep feet sweat-free. From $110


Ugg Snow Boot

 

Ugg Snow Boot

The faux-fur collar on these snow-white waterproof leather Ugg boots climbs up just higher than the ankle for extra protection from the winter elements. With an 80 per cent wool lining, they’re rated for temperatures as low as minus 32 degrees, so you can rest assured that you’ll always be warm. From $197

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Canada Goose Cypress Puffer Boot
Canada Goose Cypress Puffer Boot

Canada Goose is bringing its expertise in crafting winter-ready, warmer-than-warm coats to footwear. The lightweight Cypress ankle boot comes in a trendy puffer style and is suitable for zero- to minus-15-degree temperatures, making it ideal for transitioning from late fall to winter. It’s also available in fun colours, like this sunny yellow, for an added pop of personality. $550


The North Face ThermoBall Luxe Lace-Up Waterproof Boots

 

The North Face ThermoBall Luxe Lace Up Waterproof Boots

 

Not only do the North Face’s ThermoBall boots look and feel great on your feet (with an EVA and rubber sole that provides easy comfort and traction), they’re eco-conscious too. They’re insulated with 100 per cent recycled polyester, and the footbed is made with five per cent recycled rubber and eight per cent plant-derived bio-oil in place of petroleum. $200


Timberland Everleigh Lined Chelsea Boots

 

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Timberland Everleigh Lined Chelsea Boots

 

The Timberland Everleigh brings an elevated look to the Chelsea boot style with a small heel. It doesn’t make the leather boots any less equipped for winter, though; they have a lined OrthoLite footbed for warmth and comfort and were designed with traction and grip in mind. $190


Prada Nylon Gabardine Après-Ski Boots
Prada Nylon Gabardine Après-Ski Boots

These chunky Prada Nylon Gabardine Après-Ski Boots combine high-fashion style with sporty and technical functionality. Made in Italy, they feature a cushiony four-centimetre-thick lug sole and convenient drawstring closure, and they look just as good off the slopes as they do in the city. $1,750


La Canadienne Alfie Shearling-Lined Suede Boot

 

La Canadienne Alfie Shearling-Lined Suede Boot

Knee-high boots are back in style, and the Alfie from La Canadienne lets you embrace the trend no matter how cold and snowy it gets. Handcrafted in Canada, the boots are made with Italian suede and lined with real shearling. The brand’s City Dry technology ensures that they’re waterproof, and the 4.5-centimetre lug-sole heel is made with warm thermoplastic rubber for all-day walkability. $635

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Armistice Waterproof Metallic Snow Boots
Armistice Waterproof Metallic Snow Boots

Stand out in a crowd with these eye-catching Armistice Waterproof Metallic Snow Boots. Think of them as cocoons for your feet—they’re so cozy and warm that you won’t even notice the cold. $275


Sperry Plushwave 3D Boot
Sperry Plushwave 3D Boot

 

If you combined the comfort of sneakers with durability of boots, you’d end up with something like the Sperry Plushwave 3D Boot. The boots have a distinct style and are made with waterproof neoprene. They’re sealed at the seams for added protection, and the wavy rubber soles are designed to disperse water and improve traction when it’s wet and slippery outside. $220


Maguire Estrela Lined Boot
Maguire Estrela Lined Boot

Canadian brand Maguire calls the Estrela the “winter boot from the future.” Why? Handmade in Portugal, they’re made with 100 per cent leather and lined with super-warm sheepskin specifically for city dwellers. The design also has a zipper on the front—a feature that’s unique, on-trend and easy to reach. $360

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