Winter dressing isn’t just about layers—it’s about building outfits from the ground up. In 2025, winter footwear combines fashion and function, with luxe shearling high-top sneakers, bold flatform boots, and timeless leather styles leading the charge.
Gabrielle (Gaby) Thompson, Director of Footwear, captures it best: “Modern winter shoes need to keep pace with busy lives while delivering insulation, comfort, and undeniable style.” Ready to step up your wardrobe? Here are the top trends defining this season, keeping you stylish in winter weather.
Effortlessly wearable and warm— Miles in dark taupe features water-resistant leather, plush shearling, and triple-layer cushioning for all-day comfort. Designed for cozy weekends and crisp winter strolls, it’s the perfect blend of style and practicality. Just add your favorite knit and go.
"Miles is winter-ready with water-resistant leather, cozy shearling from Australian and New Zealand sheep, and effortless style—perfect for cold-weather days," Gaby.
Bold and functional styles with waterproof features are key and make the best winter shoes. Crawford is our most water-resistant boot yet, featuring a water-resistant leather upper, an internal membrane (or protective inner layer) to help seal against water, and a statement flatform, sneaker sole. Created with podiatrist-designed technology and customizable fit options, Crawford offers all-day comfort and style that stands up to the elements.
"Crawford is all about versatility—water-resistant, practical, and built to take you anywhere this winter," Gaby.
Naturally insulating and breathable, shearling-lined shoes blend comfort with sophisticated style, especially when paired with durable leather or suede. Nico, with its highly adjustable fit, and Rebel are perfect examples of this—designed for all-day comfort and a sleek, versatile look.
"Nico and Rebel are my go-to pairs—great for running errands or relaxing at home," Gaby.
Saint redefines the loafer in two versatile shades. Featuring an exaggerated chain detail, luxe leather, four layers of support, and a sleek upper, this pair combines style, comfort, and utility in one. Perfectly weighted, it’s the loafer of now.
"I love how Saint elevates the classic loafer—sleek, stylish, and made for comfort," Gaby.
Timeless and versatile, leather boots with clean lines and muted tones pair effortlessly with tailored separates, knit dresses, or monochromatic layers. Ember is the perfect example of this, featuring a defined square toe, a triple-layered support and cushion system, and a sleek silhouette with butter-soft stretch leather and soft stretch satin lining, molding perfectly to your foot.
"With its sleek design and custom fit, Ember is the perfect fusion of luxury and practicality," Gaby.
Suede adds refined texture, with hints of tonal shades or neutrals offering an elegant winter upgrade. Our top pick in this area would be Drew, with finishes ranging from hints of pistachio to sand suede. Pair with knit dresses or wide-leg trousers for signature style.
"I love how Drew’s textural details and striking accents elevate the classic sneaker—it’s comfort and style at their best," Gaby.
Heritage style meets modern innovation in Liberty. With refined details and a pull-on Chelsea boot design, this timeless piece combines classic craftsmanship with cutting-edge comfort—triple-layered cushioning and customizable fit for the perfect balance of style and ease.
"Liberty is the perfect blend of heritage style and modern comfort—timeless design with a twist of innovation," Gaby.
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Styling winter shoes is all about balance. Pair insulated sneakers like Miles with oversized knitwear or a suede jacket for off-duty chic. Flatform boots like Crawford shine with straight-leg jeans, wool coats, or midi skirts layered with tights. For timeless elegance, minimalist leather or suede boots work beautifully with knit dresses, tailored trousers, or monochromatic ensembles. Pro tip: Don’t shy away from mixing textures—suede, wool, and leather combine for a rich, dimensional winter look.
Step into the world of fashion and functionality with our curated collection of footwear blogs, where style meets comfort every step of the way.
