Just because it’s winter doesn’t mean you have to sacrifice style. We’ve gathered the season’s most fashionable and functional shoes—perfect for every occasion. From tackling rugged terrain, to a relaxed look with men’s footwear casual shoes, to stepping out at holiday get-togethers, these are our top picks (for men and women!) to carry you through the colder months. —Samantha Vecchiarelli
ALDO
The Jako Chelsea Boots from ALDO deliver a refined, contemporary twist on the timeless Chelsea silhouette. Perfect for winter and beyond, you can easily dress up or down this style to accommodate your holiday schedule. Available in two colourways, they feature elastic side panels for easy wear and a polished finish that suits any setting.
Canada Goose
The Women’s Vista Boot from Canada Goose is a dependable yet fashion-forward style that will effortlessly take you through the winter season. As your new go-to, these boots feature an HDry® waterproof membrane and soft shearling lining that help keep your feet warm and dry. Plus, metal eyelets and a rear loop complete the hiking-inspired lacing system.
Holt Renfrew
The BIRKENSTOCK 1774 Boston Shearling Clogs from Holt Renfrew are our top pick for the perfect cozy pair this holiday season! Offering a reimagined take on BIRKENSTOCK’s icons through a modern lens, this Boston clog is refreshed with plush shearling and a suede lining. Made in Germany, it also reflects 1774’s dedication to premium materials and artisanal precision.
Call It Spring
TheElliette Boots from Call It Spring are a casual yet chic go-to for the winter months. Perfect for creating a polished, cohesive look, these are a must-have for everyday as they’re crafted from vegan materials and enhanced with B.E.D Foam™ comfort technology to ensure all-day wearability.
SHEIN
These stylish Black Fluffy Loafers from SHEIN are a must if you want to take your favourite style into the winter season. Featuring a trendy silhouette and a soft, cozy interior, these are perfect for milder winter days when you want to dress up your look with a hint of extra glam!
RUDSAK
The TALYNA WOMEN’S FAUX SHEARLING HEELED BOOTS from RUDSAK are a chic winter boot for the season ahead. As the ultimate statement, the TALYNA ankle boots pair premium leather with plush faux shearling. Plus, the block heel and traction sole offer steady comfort, ensuring a polished cold-weather look that’s truly made for all-day wear.
White Fox Boutique
The One Step at a Time Knee High Boots from White Fox Boutique are a stylish option for a winter night out with the girls! Offering an easy to elevate your evening look, these boots feature a striking stiletto heel, elongated pointed toe, bold buckle accents, and a convenient inner zip. Obsessed is an understatement!
Blundstone
The Winter Thermal Classics #566 from Blundstone are a staple for the winter season. Specially designed for cold, wet conditions, these men’s boots feature genuine shearling footbeds and Thinsulate™ insulation to help keep your feet warm and dry all day, every day.
AKIRA
The Azalea Wang Mate Black Ruched Boots are an “it” girl’s dream silhouette! Available at AKIRA, this chunky, slouchy style is thoughtfully designed with a luxe faux-leather upper, ruched foldover shaft, and bold flatform sole to take on any winter date night. A rounded toe and pull-on construction complete the effortlessly chic look.
Baffin
The Bruce Mid Men’s Boot from Baffin is a winter boot that’s made to last. Why, you ask? The silhouette and design redefine hiking with rugged durability and advanced performance. Featuring IceBite® traction, a secure lace clip, enhanced cushioning, and a fixed-fit liner, it delivers unmatched stability and comfort for every adventure. It’s a must-have for the winter adventurer in your life!
DOLCE VITA
The Anika Black Stella Boots from DOLCE VITA combine a supportive heel with a sleek fitted upper and western-inspired toe, making it easy to style with everything from jeans to dresses this winter–and beyond! We love how there are so many stylish colourways to choose from because they truly go with every outfit.
Glerups
The Shoe Flower from Glerups are a cozy, at-home essential. Designed to mold to your foot after just a few uses, these shoes are handcrafted from 100% pure wool, and are effortless to wear—just slip them on! We love the various colourways and styles available to help you find your perfect fit!
The North Face
The Men’s Larimer Mid Waterproof Boots from The North Face are built for winter! Designed for cold-weather performance, this boot combines 100 g Heatseeker™ insulation, waterproof suede and ballistic nylon uppers, and a DryVent™ membrane. Enhanced with comfort and support from the OrthoLite® sockliner, padded ankle, and EVA midsole, they come ready to protect you from the elements.
Coach
The Leah Platform Zip Bootie from Coach offers versatile styling all season long. You can wear it zipped for a sleek look or unzipped with the cuff down, showcasing a hint of casual flair. Crafted in velvety suede with ultra-plush shearling and finished with Signature hardware, the chunky, ’90s-inspired lug sole is a bold choice that we’re loving for winter!
Browns Shoes
Who doesn’t love Moon Boots for Winter? The Icon Low Space Racing style available at Browns Shoes is a colourful staple that blends astronaut-tech style with performance. Insulated and lightweight, it features a cushioned midsole and suction-pad rubber tread for serious traction. We love a pop of colour for winter, so these are a definite must-add to cart!
UGG
The bestselling UGG Tasman II shoes are here in a stylish new colourway– Caribou/Sapphire Ice! Whether you’re rocking them indoors or out, these are the next evolution of the iconic slide-in low-profile Tasman. Featuring the brand’s signature UGGbraid collar, this style features a plush sheepskin interior and soft sugarcane EVA, offering all-day comfort and effortless style.
ALDO
The Helana Boots from ALDO are a gorgeous knee-high style set over a sleek block heel. Perfect for venturing out on the town for GNO, these effortlessly balance bold polish with city-friendly comfort. Plus, you can easily pair them with a tailored mini for brunch or layer over trendy skinny denim for chillier evenings. The versatility is endless!
ARC’TERYX
The ARC’TERYX NORVAN 4 NIVALIS GTX GROTTO SHOE MEN’S won’t let winter slow your stride. Featuring GORE-TEX protection, an over-ankle gaiter, and winter-ready lugs to keep feet dry and steady, the spikes can be added to deal with icy terrain. These are super stylish and functional for the upcoming season!
Dynamite
These SCHUTZ Mary Knee High Boots from Dynamite are an elevated everyday go-to for the cooler winter months, offering a sleek silhouette that pairs effortlessly with everything from denim to dresses. Their detailed design and versatile styling potential make them a true staple for any winter wardrobe!
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