From sleek everyday boots and cozy, cold-weather essentials to statement-making designs built for snowy days, these picks combine comfort, warmth and style to take you through the season. Whether you’re navigating city streets or embracing the winter outdoors, find the perfect pair to keep you looking chic and feeling ready for whatever the weather brings.
Veronica Beard Loreen Shearling Ankle Boot, $810
Crafted from premium suede and finished with a plush shearling lining and trim, this chunky platform boot features a 3-inch wooden block heel and gold-tone studs along the base for a touch of understated glamour. In a versatile brown hue, it’s a standout addition to any cold-weather wardrobe, pairing effortlessly with everything from denim to cozy winter layers.
Canada Goose Heeled Rubber Boot, $895
Elevate rainy-day dressing with the Canada Goose Heeled Rubber Boot, which combines a sleek, fashion-forward silhouette with practical weather protection. Crafted with a durable, waterproof PVC upper and a cozy lining, this calf-height rain boot offers coverage in wet conditions while adding a polished touch to cold-weather looks.
Maguire Estrella Black Lined Boot, $390
Designed for modern city living, the Maguire Estrella Black Lined Boot combines contemporary style with cold-weather functionality. Handmade in Fornos, Portugal, it features a fully lined interior for added warmth and a durable Vibram outsole for reliable grip underfoot.
Arc’teryx Postour Boot, $380
The innovative Postour Boot combines two essentials in one versatile design, transforming from a weatherproof outdoor boot into a cozy indoor slipper. Built for life at base camp, it features a Vibram® Arctic Grip outsole for traction on icy surfaces, PrimaLoft™ insulation for warmth, and a GORE-TEX® shell to keep snow and moisture out. When it’s time to head indoors, simply remove the insulated inner slipper, complete with its own grippy outsole, for an effortless transition from winter adventures to fireside relaxation.
Olang Eride Boot, $325
Combining contemporary style with premium materials, the Olang Eride Boot is designed to keep you comfortable throughout the colder months. Its hydro-suede leather upper pairs with a cozy shearling lining for exceptional warmth, while a sturdy side zipper with a gusset makes slipping the boots on and off effortless. Set on the bold LANA sole, the Eride delivers reliable grip and stability in changing weather conditions. Made in Italy, this stylish and functional boot is a winter-ready essential, perfect for everything from crisp autumn days to snowy seasonal adventures.
Reebok x Avatar Instapump Fury 94 Shoes, $270
Paying tribute to Aang and the Air Nomads, the Reebok x Avatar Instapump Fury 94 Shoes bring the animated series to life through a distinctive mix of yellow, orange and brown hues. Combining mesh, stretch canvas and textured hairy suede, the design adds depth and character, while a reflective arrow motif running down the front of the foot completes this standout collaboration with a nod to Aang’s iconic look.
PAJAR Canada Abigail Women’s Boots, $250
Combining refined style with everyday functionality, the Abigail boots are crafted from ultra-premium suede leather and feature a waterproof construction to help keep feet dry in unpredictable winter weather. A versatile addition to any cold-weather wardrobe, they deliver a polished look without compromising on practicality.
Aldo Julina Knee-High Boot, $250
A chunky block heel and pronounced lug sole provide a bold look with added traction, while the full-length side zipper makes them easy to slip on and off. With cold-weather-rated construction and water-resistant materials, these boots help keep feet warm and dry through snowy streets and slushy conditions.
Bombas Men’s Saturday Suede Boot, $235
Blending laid-back comfort with a polished look, the Bombas Saturday Suede Boot is a versatile choice for running errands, après-ski outings and relaxed winter days. Crafted from supple suede and lined with plush, thermoregulating shearling, it delivers cozy warmth and comfort, while the cushioned EVA lug sole provides support underfoot.
The North Face Nuptse Traction Chukka Fleece, $185
Combining cozy warmth with everyday versatility, the Nuptse Traction Chukka Fleece is designed to keep you comfortable through the colder months. With its fleece construction and rugged traction outsole, this casual chukka boot offers a practical choice for chilly days, whether you’re running errands around town or enjoying a relaxed winter getaway.
Charles & Keith Joni Faux Suede Fur-Trim Ankle Boots, $163
Crafted from sand-coloured faux suede, the Charles & Keith Joni Ankle Boots feature a soft faux-fur lining and trim for a warm, plush feel. Buckled straps add a fashionable accent, while covered round toes and practical back pull-tabs complete the design. Pair them with your favourite winter layers for a look that feels as comfortable as it looks.
Smartwool Cabin Mule, $110
Designed with sustainability and comfort in mind, the Smartwool Cabin Mule is a cozy indoor-outdoor slipper made for relaxed moments and everyday outings. It features Second Cut™ fleece crafted from pre-consumer Smartwool® Merino wool scraps, giving leftover materials a second life. A protective rubber outsole offers added durability, while the collapsible heel lets you switch between a convenient mule and a full slipper. Finished with a cushioned foam insole lined in recycled Merino wool, it’s an inviting choice for cabin retreats, quick coffee runs or unwinding after a day of adventure.
Lacoste Women’s Serve Slides Dualiste, $105
Reimagined for AW26, the Lacoste Serve Slides Dualiste bring a cozy twist to casual footwear with an all-over faux-fur finish that feels soft and plush underfoot. Designed for all-day comfort, these slides combine a relaxed silhouette with a bold oversized crocodile logo for a playful yet distinctive statement.
Call It Spring Velda Chelsea Boots, $93.99
A modern take on a timeless classic, the Velda Chelsea Boots feature a sleek vegan finish and chic buckle detailing for a polished look. A sturdy block heel adds subtle height, while the convenient zipper closure makes them easy to slip on and off. Crafted from vegan materials and equipped with B.E.D Foam™ comfort technology, these versatile boots offer a stylish and comfortable choice for everything from busy workdays to casual weekend outings.
