Winter Shoe Trends 2027

Tall and Thigh-High Leather Boots

Tall and thigh-high leather boots are the boldest boot silhouette of the season, covering more of the leg for extra warmth and a longer line. They work best with shorter hemlines, miniskirts, or dresses, where the boot does most of the coverage. New to the height? Start with a tall boot that hits below the knee before moving up to thigh-high.

Tall boots are such a simple way to elevate an outfit. Add a pair of knee-high boots to your everyday denim or pair them with a mini skirt and tights for a night out. Bonus points if you snag something other than black this winter, like a delightful chocolate brown boot to add to your closet. A little extra height and a little extra warmth for your legs is a win-win. If you are unsure when it comes to boot sizing, we have more options for you to try, ranging from narrow calf to wide calf and wide width. Your DSW bestie even wrote you a boot sizing guide to help you pin point the perfect size and boot for your comfort needs.

Waterproof Boots for Winter Weather

Waterproof boots are the most practical trend of the season, built for slush, snow, and everyday commutes without slowing you down. Look for treated leather or rubber uppers with reinforced soles.

UGG Ultra Mini Booties

These bootie pair cold-weather protection with a shape you can wear from the school run to a weekend coffee run. Wear them with cropped pants or leggings tucked into the shaft for a cleaner line. Shop styles like the UGG Ultra Mini Wild Bootie or the Ultra Mini Aiyanna Bootie.

What to look for this winter:

• Waterproof or water-resistant materials for surprise snow days
• Insulated or faux-shearling linings that keep warmth in (without overheating)
• Lightweight lug or rubber soles for traction that doesn’t feel clunky

These are the boots you grab when the forecast is questionable and your calendar is full. Practical, yes, but also sleek enough to wear all day and if you must… all winter long.

Shop Snow & Winter Boots

Elevated Winter Sneakers

Winter-ready sneakers bring cold-weather features, insulated linings, water-resistant panels, grippy outsoles, to a silhouette you already wear year-round. They work for anyone who wants warmth without switching to boots: dog walks, commutes, or weekend errands. Shop DSW's sneaker collection for lined and water-resistant styles built to hold up once temperatures drop.

Animal Print Shoes and Accessories

Animal print, especially leopard and snakeskin, moved from accessory to full shoe this season, showing up on boots, sneakers, and flats alike. It traditionally reads best as a statement piece: let one animal-print shoe carry an otherwise simple outfit of denim, a sweater, and a plain coat. It suits anyone who wants a low-effort way to look pulled together. We are also never against mixing prints; it really is all about your personal style and how you fit animal print into your wardrobe. Treat it like a neutral or a statement piece but don’t forget to hit add to cart.

Suede Shoes, From Sneakers to Ankle Boots

Suede shows up on nearly every silhouette this fall and winter, from sneakers to ballet flats to ankle boots. The soft, matte texture dresses up casual shapes without requiring head-to-toe leather. Wear suede ankle boots with tailored pants for the office, or suede sneakers with denim for the weekend.

Kitten Heels, Mary Janes, and Pointed Toes

Kitten heels, Mary Janes, and pointed-toe flats bring a lower, easier heel back into the mix without giving up polish. Kitten heels suit anyone who wants height for dressier occasions without the strain of a stiletto, while Mary Janes and pointed toes work for both office and weekend wear. Pair them with tights and a skirt or straight-leg pants for a finished look.

Sandals for Winter Getaways and Warm-Weather Days

Winter doesn't mean every trip stays cold. If you're planning a vacation to a beach destination, a warm-weather city, or anywhere the forecast runs mild, sandals earn their place in your suitcase. A cushioned, supportive walking pair handles long days of sightseeing and city streets, while a strappy or dressy option takes you from a waterside lunch to an evening dinner without adding another shoe to your bag.

Before you pack, check the weather at your destination and map out what you'll be doing each day. A resort weekend calls for different sandals than a trip that mixes walking tours with rooftop dinners. Choosing one or two pairs that cover multiple situations and are comfortable enough to log steps but polished enough for a nice meal. We want to keep your bag lighter and your options open.

Shearling Boots for Cold-Weather Comfort

Shearling and faux-shearling boots, with their suede outer layer and wool lining, remain the go-to boot for comfort in cold weather. Pair them with leggings and an oversized sweater for an easy look, or with denim and a sweater dress for something a little more put together. Shop DSW's lined winter boots collection to find your pair.

Cozy Slippers and Boots for Staying In

Cozy slippers and boots make hibernation season look intentional, not lazy. The best part: several of these styles work both inside and outside, so you can answer the door or run to the mailbox without changing shoes.

UGG Classic Slipper

Warm enough for lounging at home, sturdy enough for a quick errand or grocery run.

Bombas Sunday Slipper

A durable rubber sole means it holds up outdoors as well as it does on the couch.

Crocs Classic Unfurgetable Clog

A good in-between option: less exposed than a slipper, with a slingback strap for a more secure fit and the same warmth as your favorite boots.

Shop the full slippers or clogs collection for more cozy, cold-weather options.

A Note for Men's Winter Shoes

Shopping for someone else this season? DSW also carries waterproof boots, winter-ready sneakers, and cozy house shoes for men. Browse the men's boots and sneakers collections for cold-weather picks that match the same trends above.

Winter Trends 2027 FAQs

What shoes are in fashion for winter 2027?

Winter 2027's fashion-forward shoes include waterproof boots, winter-ready sneakers, tall and thigh-high leather boots, animal print in leopard and snakeskin, suede sneakers and ankle boots, and cozy shearling boots and slippers. The season mixes practical, weather-ready styles with a few statement textures, so you can dress for function or make a stronger style statement.

What should I look for when buying winter boots?

Start with the conditions you'll wear them in. For snow or slush, look for a waterproof construction, a grippy outsole, and enough room for warm socks. If you expect long periods outdoors, consider insulation and a higher shaft. Check each DSW product description for its specific features, since protection varies by style.

Can I wear sneakers in winter, or should I buy boots?

Winter-ready sneakers can work for dry, mild days and everyday errands. For deep snow, slush, or icy conditions, choose boots with weather protection and suitable traction instead. Check the product's materials and outsole before deciding.

Are waterproof boots the same as water-resistant boots?

No. Waterproof boots are designed to keep water out under the conditions specified by the maker; water-resistant boots offer more limited protection. Read the product details carefully, especially if you expect prolonged exposure to wet snow or slush.

How should I care for my shoes in winter?

Brush off dry dirt, then wipe away salt and slush promptly with a soft damp cloth. Let shoes air-dry at room temperature, away from direct heat. Use a cleaner and protective treatment appropriate for the material and follow the manufacturer's care instructions. Rotate pairs when possible so damp shoes can dry fully before their next wear.

Winter Shoes Shop at DSW

Ready to refresh your winter shoe rotation? From cozy boots to everyday favorites, there are plenty of ways to wear this season's must-have styles. For even more outfit inspiration, check out our Influencer Edit. Looking for the latest drops? Shop women's new arrivals to discover fresh pairs that just landed. Need them fast? Buy online and pick up at a DSW store near you. And while you're at it, become a DSW VIP to earn Rewards on every purchase. Best of all, it's free to join.