13 Warm And Stylish Winter Boots You’ll Actually Want To Wear

From chic shearling-trimmed booties and sleek ankle styles to heavy-duty snow boots, these boots will get you through winter in warmth and style.

It’s getting cold out there, which means it’s time to prepare for snow, slush and salt stains. A great pair of winter boots that will see you through the colder months in style can make all the difference. From chic shearling-trimmed booties and sleek ankle styles to heavy-duty snow boots you’ll actually want to wear, we’ve rounded up stylish options that will keep your feet warm and dry no matter what winter throws your way.


There’s nothing cozier than a teddy coat, and these cute waterproof boots take that look—and its attendant warmth—to the next level with a sleek threaded traction sole and plenty of insulation.

Shearling boots, $200,

Dr. Martens

This brand new winter style features winter-proof technical details—like a waterproof membrane, a fleece lining and a slip-resistant tread—that will allow you to stomp through freezing temps and slush without compromising on style.

Trinity waterproof fleece-lined boots, $310,


For an option that goes with everything in your wardrobe, try a chic neutral boot like this made-in-Canada option. Bonus: The waterproof leather is super easy to clean.

Wool-lined waterproof boots, $335,


Featuring a sole designed by Haida artist John Brent Bennett, these boots were inspired by traditional Indigenous mukluks—a word used to refer to any “soft boot designed for cold weather.” 

Waterproof leather boots, $285,


These sparkly stunners are not just a fun addition to your winter uniform—they also come with built-in ice spikes that can be flipped down when walking on icy surfaces.

Ankle boots, $225,

Joe Fresh

A bold pattern is the perfect way to inject a little bit of whimsy into long, dreary winter commutes.

Duck boots, $64,


The perfect fit for minimalists, this sleek ankle boot is lined with shearling.

Shearling-lined leather boots, $320,


With a nod to utilitarian design, this slouchy, knee-high silhouette is designed to keep you warm up to -15°C.

Slouchy insulated knee-high boots, $265,


A platform sole gives these plush-lined boots a bit of extra height.

Suede and shearling boots, $240,


Designed for city living, these boots are also warm enough for outdoor adventures thanks to a multi-layer insulation system and a slip-resistant sole.

Waterproof leather boots, $200,


Also available in black, this chunky lug-sole style has quilted details and a buckle closure. 

Lug sole snow boots, $170,



Often sported by Meghan Markle over the years, these cozy winter boots will never go out of style and can withstand harsh winter conditions up to -20°C.

Lace-up winter boots, $160,

La Canadienne

We love the timeless style of this leather and shearling boot.

Leather snow boots, $375,

Get Chatelaine in your inbox!

Our very best stories, recipes, style and shopping tips, horoscopes and special offers. Delivered a couple of times a week.