Advertisement
Fashion

21 Chic Winter Boots To Wear Every Day

They're warm, functional *and* stylish.
21 Chic Winter Boots To Wear Every Day

No matter your go-to winter style, we can all agree that warmth and comfort are top priorities. But it doesn't mean you have to give up on being stylish. A pair of versatile boots that can be dressed up or down is key to a well-rounded winter wardrobe.

How to pick warm and stylish winter boots

Whether you're trekking to the office or the grocery store, feeling polished will put a spring in your step. When looking for stylish winter boots, it's important to keep function in mind. We're major fans of waterproof designs with treaded lug soles for traction. If you live in a colder climate, felt or wool linings are also crucial to keep your feet warm.

For boots that will last for years to come, genuine leather and shearling are worthy investments. And whether you opt for leather or suede, be sure to treat your boots according to the manufacturer's instructions to keep them in pristine condition.

The best warm and stylish winter boots for winter 2024

Sorel Women's Kinetic Impact Conquest Waterproof Shoes, $120

Advertisement

A profile photo of a pair of Sorel hiking winter boots for an article on warm stylish winter boots.

These waterproof and insulated boots are the epitome of city chic. The sneaker-boot hybrid features Sorel's signature wavy Kinetic sole with micro-tread for extra grip on icy sidewalks. It comes in four colour combos, but we love the contrast between the utilitarian khaki and soft pastel pink in the pair above.

If you already own and love the heavy-duty Tivoli IV boots by Sorel, you're sure to love these sleek and stylish winter shoes.

Columbia Moritza Shield Omni-Heat Snow Boots, $83

Advertisement

Columbia Moritza Shield Omni-Heat Snow Boots for a round-up of warm stylish winter boots.

For snow boots that look sophisticated rather than clunky, opt for a monochrome style in a slim silhouette. This rubber duck design by Columbia is ideal for snow storm and slushy days, and features a lining designed to retain body heat for extra warmth.

These were made to withstand the coldest winters, without compromising on style or appeal. The adjustable laces allow space for thick socks when extra warmth is needed.

La Canadienne Abba Leather Booties, $585

Advertisement

A profile photo of a pair of La Canadienne leather boots for an article on warm stylish winter boots.

Leather and shearling are winter footwear staples, but here they're given a fresh, stylish twist with a lug sole and a front zipper. These made-in-Canada boots are comfortable enough for all-day wear, easy to dress up or down and come in a sophisticated chocolate brown hue as well as classic black.

We love how easily these transition from casual weekend settings to corporate-friendly outfits.

Dream Pairs Lined Knee-High Boots, $46

Advertisement

Dream Pairs Lined Knee-High Boots for a round-up of warm stylish winter boots.

Knee-high boots are having a moment (again), and you can't go wrong with a classic tan pair. The cozy faux fur lining peeks through for a stylish touch and the buckles allow you to adjust calf size.

These boots have over 7,000 5-star reviews on Amazon, with customers praising their warmth and fit. Tuck your leggings in or wear them with cute skirts or dresses—it's up to you as they look good with everything.

STQ Lace-Up Winter Boots, $81

Advertisement

STQ Lace-Up Winter Boots for a round-up of warm stylish winter boots.

Understated shades of white and beige instantly elevate these functional boots. They're designed with extra grip and made to keep you warm in temperatures as low as -30°C. Plus, a hidden zipper makes them easy to slip on and off.

The lace-up on-trend design delivers serious fashion payoff while offering the utmost comfort and weather protection.

The North Face Chilkat 400 Insulated Snow Boots, $155

Advertisement

The North Face Chilkat 400 Insulated Snow Boots for a round-up of warm stylish winter boots.

Despite being lightweight, these boots are sturdy, comfortable and have great traction. The uppers are made with a waterproof combination of leather and suede, and we love the black, brown and burgundy colour combination.

These are also perfect for winter sports as they feature a heel clip that's compatible with snowshoes. We love the supportive, cushioned soles, plus the rubber portion keeps you dry when things get slushy.

Keen Greta Classic Waterproof Snow Boots, $230

Advertisement

Keen Greta Classic Waterproof Snow Boots for a round-up of warm stylish winter boots.

Paired with the pop of red leather, the patterned cuffs of these all-terrain boots are guaranteed to make an eye-catching addition to your winter gear collection. They're comfortable and designed to keep feet dry and warm in temperatures as low as -32°C, plus they have plenty of grip to keep you stable on your daily walks.

Merrell Antora 3 Thermo Mid-Zip Winter Boots, $148

Advertisement

Merrell Antora 3 Thermo Mid-Zip Winter Boots for a round-up of warm stylish winter boots.

For a hiking winter shoe that's fashion-forward enough for every day, try this minimalist pair. The mix of quilted nylon and leather is fresh and trendy, while the grippy, shock-absorbing sole, cushioned interior and insulation make it a comfortable pick.

Pair with denim, smart black pants or casual skirts for an effortlessly cool (and practical) look you'll reach for over and over again.

Hsyooes Waterproof Ankle Boots, $46

Advertisement

Hsyooes Waterproof Ankle Boots for a round-up of warm stylish winter boots.

If you're looking for a stylish pick that won't break the bank, we've got you covered. These affordable zip-up booties have over 6,000 5-star reviews on Amazon. They're easy to slip on and are ideal for taking the dogs out for a quick walk in the morning.

These are incredibly easy to clean—simply wipe the surface down with a warm, damp cloth when they get a bit dirty. They run small, so we recommend sizing up to get the best fit.

Aldo Sometta Knee-High Boots, $220

Advertisement

A profile photo of a pair of Aldo knee-high boots for an article on warm stylish winter boots.

These leather knee-high boots are a fashion statement, but they're also lined and waterproof, so they'll keep your feet warm and dry through the winter. The buckle detail gives them an edge, while the lug sole provides improved traction.

Simons Lined Chelsea Boots, $189

Advertisement

A profile photo of a pair of Simons lined Chelsea winter boots for an article on warm stylish winter boots.

Chelsea boots are a solid choice, no matter the season. These ones were given a winter-friendly update with waterproof leather and a warm felt lining. The khaki hue is easy to pair with just about anything in your wardrobe, while also providing a subtle hint of colour.

UGG Classic Chillapeak Boots, $315

Advertisement

A profile photo of a pair of platform furry Ugg winter boots for an article on warm stylish winter boots.

Looking to level up your chalet style? Give these plush Ugg platforms a try—you can thank us later! Adorned with upcycled wool trim, they're guaranteed to be the star of any après-ski 'fit. (Be sure to treat them before wearing to keep them looking fresh and stain-free.)

Fair warning: You may feel so cozy in these that you'll never want to wear anything else.

Pajar Gravita Quilted Winter Boots, $260

Advertisement

A profile photo of a pair of Pajar tall puffy winter boots for an article on warm stylish winter boots.

Snow boots can be cute enough for daily wear, too. The proof? This tall quilted style by Canadian brand Pajar looks equally good with a snowsuit or a dress. They'll keep you toasty in temperatures as low as -30°C.

We love the extra cushioned soles and quilted uppers that offer subtle texture and comfort. If you're prone to cold legs, this is the best winter boot for you.

Geox Spherica Leather Boots, $184

Advertisement

A profile photo of a pair of Geox Spherica Leather Boots for an article on warm stylish winter boots.

With a front zipper that makes them easy to slip on and off, these sleek ankle boots are ideal for daily wear. They can easily be dressed up for the office and they boast a comfortable cushioned sole that's kind on sore feet.

Vagabond Shoemakers Aylin Puffer Ankle Boot, $329

Advertisement

A profile photo of a pair of Vagabond puffy boots for an article on warm stylish winter boots.

Though it's been around for a few winters, the puffy boot trend isn't going anywhere. We love this minimal leather design, complete with a modern flatform waterproof rubber sole. Whether you pair it with leggings or trousers, it's a versatile piece that will get a ton of wear.

Canada Goose Journey Boots Lite, $795

Advertisement

A profile photo of a pair of Canada Goose hiking boots for an article on warm stylish winter boots.

The perfect balance of chic and sporty, these winter-appropriate hiking boots are a versatile addition to your collection. They're definitely a splurge, but they pack a ton of high-performance features. Designed to be ultra-lightweight, they are also waterproof, breathable and temperature-regulating, with an all-terrain sole for maximum comfort.

Despite having a little bit more height than regular hiking boots, they're comfortable and not too bulky.

Merrell Siren 4 Thermo Mid Zip Waterproof Winter Boots, $106

Advertisement

Merrell Siren 4 Thermo Mid Zip Waterproof Winter Boots for a round-up of warm stylish winter boots.

Outdoorsy types will love these cute hiking boots made to take on slippery surfaces. This style was designed specifically for women's feet and insulated with a material originally developed for NASA.

Adjustable laces and warm knit uppers make these a great pair for active lifestyles.

J.Crew New Nordic Metallic Leather Boots, $360

Advertisement

A profile photo of a pair of J Crew metallic boots for an article on warm stylish winter boots.

Add shimmer to your winter ensemble with these cute metallic lace-up boots topped with shearling. We love that they come with two sets of laces—a light and dark option—for different vibes. While they're super trendy, they're also warm to temperatures up to -24°C.

Genuine shearling is a major step up from faux fur, and a wardrobe investment you'll be happy you made when the mercury reaches record lows. Think of these like a more elegant, going out-appropriate take on your favourite snow boots.

Olang Metric Winter Boots, $299

Advertisement

A profile photo of a pair of Olang leather boots for an article on warm stylish winter boots.

Lined with wool and entirely waterproof, these boots are polished but more heavy-duty than you might realize: They're equipped with a retractable crampon system, which is perfect for icy surfaces.

You can expect warm, dry feet and that coveted walking-on-air feeling. Angled side zippers make these a breeze to step into. What's not to love?

Maguire Cortina Winter Boots, $320

Advertisement

A profile photo of a pair of Maguire red boots for an article on warm stylish winter boots.

Montreal-based brand Maguire makes some of our favourite winter boot designs, including this classic Chelsea style. The ankle is fitted to keep snow out but still provides plenty of stretch, and the inside is lined with shearling.

They come in black, brown and green, but the red makes a lovely contrast to all-black winter gear. We love how easily these pair with denim, skirts, dresses and even casual fleece-lined leggings. These boots are easy to wipe with leather cleansing cloths as well.

Cougar Villa Leather Wedge Waterproof Boots, $200

Advertisement

A profile photo of a pair of platform beige Cougar boots for an article on warm stylish winter boots.

Though the wedge sole gives this boot some height, the hefty anti-slip sole makes it safe and easy to walk on snowy surfaces. Lined with polar plush to keep you warm, these boots are insulated to withstand temperatures as low as -24°C without compromising on style.

If you like heels, you'll love the added height and the stability these provide while keeping feet toasty and dry.

How we chose the best winter boots

We looked at a variety of factors when choosing this year's best winter boots for women. We considered the extreme cold temperatures Canada's brutal winters expose us to, as well as factors like waterproofing and non-skid traction.

Boots with added benefits like arch support, soft linings and comfortable wearing ranked highest for our team. Style, overall design and value were also heavily considered. Options combining the best wearability, size ranges and affordability made it to our list of the best.

Finally, we vetted the cleaning process of each boot. Only designs that were easy to wipe down or treat with leather cleaner made it to our top picks.

This article contains affiliate links, so we may earn a small commission when you make a purchase through links on our site at no additional cost to you.

GET CHATELAINE IN YOUR INBOX!

Subscribe to our newsletters for our very best stories, recipes, style and shopping tips, horoscopes and special offers.

By signing up, you agree to our terms of use and privacy policy. You may unsubscribe at any time.

Advertisement
Advertisement