The 21 best fall and winter boots for women in 2024 — how to stay stylish (and warm) in Canada

Investing in a good pair of boots is a seasonal prerequisite for fall and winter in Canada. Fall boots are not only tasked with providing warmth and stability, but the right shoe can change the entire vibe of an outfit. The silver lining of living in a boot-mandatory climate is that you can invest in a few pairs without feeling guilty. You, of course, need your rain boots, your "it's gross outside" boots, your hiking boots, your going-out boots, and at least a few pairs that can withstand Mother Nature's wrath.

While we can safely assume you have at least a few of the former in your closet, chances are you could use a new pair (or three). Therefore, we've gathered 21 pairs of exceptionally chic (and practical!) boots for your fall and winter 2024 wardrobe, including the following:

• Best Chelsea Boots

• Best Heeled Boots

• Best Waterproof Boots

• Best Knee-High Boots

• Best Ankle Boots

• Best Platform Boots

• Best Kitten Boots

No matter what boot you have in mind, we're confident you'll find something you like. Read on to shop the edit.

Best Chelsea Boots for Women

Simons Smooth Leather Chelsea Boots

Every fall wardrobe needs a pair of high-quality, wear-everywhere Chelsea boots, like this leather pair from Simons. They come in brown (pictured) and black leather and will go with just about everything in your closet.

Dr. Martens 2976 Leonore Chelsea Boots

When the temperature starts to tank, you'll reach for these Leonore Chelsea Docs. The cold weather-friendly boots are lined with cozy faux fur and have a treaded rubber sole.

Aldo Wylaclya Chelsea Boots

These cool-girl Chelsea boots feature Aldo's famous Pillow Walk — dual-density foam and padded insoles — so they're comfortable for all-day wear. Shop them in black leather or dark brown suede.

Best Heeled Boots for Women

Everlane The Glove Boot

Might these be the most comfortable heeled boots ever made? Everlane's walkable Glove boots offer a holds-you-in fit and the perfect amount of stretch for all-day comfort. Shop them in four colours.

Poppy Barley The On Point Boot

A funky spin on your classic ankle boot, these Poppy Barley boots are like nothing else you own. They have an architectural, painted heel and a leather sole with a rubber toe pad and heel cap for additional grip. Shop them in two styles: Dune (pictured) and black.

Sorel Joan Now Chelsea Boot

A heeled boot that can withstand the elements, Sorel's Joan Now Chelsea boots feature a high-traction heel that can withstand sludge and snow. It's made of waterproof materials and has a 2" heel with a 0.75" platform. Shop it in six colours.

Best Waterproof Boots for Women

Blundstone 558 Chelsea Boot

Not only are these Blundstone Chelsea Boots incredibly comfortable and safe for Canadian weather, but they've earned a royal seal of approval from Princess Kate herself.

Canada Goose Journey Boot Lite

Inspired by Canada Goose's winter-hardy Journey boots, the Journey Lite delivers the same functional, performance-driven features you love in a lighter, waterproof style. They're rated between 0°C to -15°C and come in four colourways.

Hunter Original Adjustable Tall Rain Boots

Another royal-approved shoe on the list, these tall classic rain boots from Hunter will always be in style.

Best Knee-High Boots for Women

Sam Edelman Sylvia Boots

Introducing your new favourite, "I got this" shoe. These classically cool knee-high Sylvia Boots have a leather upper and three-inch heel.

Steve Madden William Block-Heel Knee-High boots

If you're looking for your new wardrobe staple, I think we've found it. These always-in-style knee-high boots play well with jeans, dresses and skirts and come in two colours: light brown (pictured) and black.

H&M Knee-High Boots

Great fall style doesn't have to cost an arm and a leg; just look at H&M's shoe section for proof. The retailer is stocked with a ton of cute styles for fall, including these knee-high boots.

Best Ankle Boots for Women

Toral Cameron Embellished Leather Western Ankle Boots

These trendy Toral Western-style ankle boots are seriously cool and ready for every party, date and "just because" event on your calendar.

Maguire Sevilla Leather Ankle Boots

These cool-girl ankle boots from Maguire, a Canadian label at Simons, feature two seams on the upper, delivering a unique take on your tried-and-true black leather ankle boots.

Silent D Carina Heeled Ankle Boots

You can't go wrong with a pair of Silent D ankle boots. This reviewer-loved pair comes in four colourways, including classic black, and has earned more than 1,400 "loves" from Anthropologie shoppers.

Best Platform Boots for Women

Michael Kors Carlisle Burnished Leather Platform Boot

These incredibly cool Michael Kors platform boots are perfect for anyone bored with their same-old, same-old fall shoes. The burnished leather adds dimension, and the gold chain on the back? Chef's kiss.

UGG Classic Ultra Mini Platform Boots

Equal parts cozy and cute, there's a reason why these platform UGGs went viral. The sheepskin-lined boots feature a 2'' platform and EVA midsole for added comfort.

Aldo Seraphica Chelsea Boot

A platform boot for the folks who prefer staying slightly closer to the ground, these gorgeous leather booties offer a 0.75'' platform and 3.75'' heel, keeping your head just below the clouds. Shop them in three colours: Dark brown (pictured), Bordo red and black.

Best Kitten Heel Boots for Women

H&M Knee-High Boots

How chic are these knee-high boots from H&M? And for $75? The best. Pair them with a mini dress for a little extra oomph on a night out.

Michael Kors Cosmo Leather Kitten Boot

Kitten heels are enjoying a resurgence this fall. Back in style and far more comfortable than their sky-high sisters, why not enjoy the trend while it's here? These Cosmo kitten boots from Michael Kors fit the bill perfectly for autumn It-girl style.

Maje Metallic Pointed-Toe Boots

The party shoe to end all party shoes. Made from metallic leather, these pointed-toe ankle boots are perfect for day or night.

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