20 Best Winter Dresses for Women in 2025

No matter the season, a black dress is always a smart investment for having at the ready. Toteme’s take is ideal for winter, with long sleeves and a draped bodice. It effortlessly goes from day to night with the swap of accessories. Think boots and slingback pumps for the office or a jeweled sandal for a cocktail fete.

Sizes: 2XS–XL

Material: viscose, elastane

Cashmere is without a doubt a luxury, but you can find wonderful pieces that won’t break the bank. Everlane’s midi-length turtleneck dress is made from a blend of recycled and GTS-certified cashmere that’s been combed for maximum softness and superior warmth. But the best part is that it’s available at a price that won’t give you buyer’s remorse.

Sizes: 2Xs–2XL

Material: cashmere

With its split sleeves, elegant drop waist, and full bubble-hem skirt, Simkhai’s monochome dress is the statement piece that can be worn every day.

Sizes: XS–XL

Material: polyester, nylon

The temperatures may be frigid, but the show must go on. Whether you’re the lucky guest at an intimate dinner or have tickets to an upcoming performance, you’ll need an occasion dress. Staud’s floral appliquéd organza dress is the one.

Sizes: XS–XL

Material: polyester, cotton, elastane

Clad in cashmere from the neck down? We can’t think of anything cozier. Guest in Residence’s maxi dress is the piece you slip on when you want to feel extremely cozy but still look polished.

Sizes: XS–2XL

Material: cashmere

Inject a ladylike feel into your winter wardrobe with this ribbed dress from Self-Portrait. It has a stunning collared neckline and gold-tone buttons, giving it all the right details for a classic touch. Winter chills are no match for this dress’s full skirt and long sleeves.

Sizes: XS–L

Material: viscose, polyester, polyamide, elastane

Invest in a refined dress from an up-and-coming brand that will see you through the next few months. The wool-blend fabrication will be extra warm on those dreary days, while the fitted turtleneck top keeps body heat close and circulating. Pair with pointed pumps, boots, or a sleek slingback for endless appeal.

Sizes: 34–44 FR

Material: virgin wool, nylon, polyamide, elastane

Seeking a boost of style inspiration to break up those winter-wardrobe blues? Altuzarra’s elegant take on the sweater dress is it. The reverse-oriented collar brings a design-forward touch to a minimalist silhouette. Be sure to check out the back for a surprise: It’s open and has special toggle-closure detailing that has become synonymous with the brand.

Sizes: XS–XL

Material: viscose, polyester, polyamide, elastane

Those who live in temperate climates will love the look of Sea’s prairie dress. It still feels wintery enough to wear from December through March, but it’s not as heavy as a wool or cashmere option. Style with a cozy sweater over top when an extra layer is needed.

Sizes: XXS–XL

Material: cotton, viscose

Wool is always a good idea if you are craving something warm to wear. Staud’s Sabrina dress is made from merino wool, and it’s a steal at under $400. We are obsessed with the scoop neckline and midi length, ideal for wearing with your favorite boots and a chunky hoop earring.

Sizes: XS–XL

Material: merino wool

Winter florals are sure to ward off any signs of seasonal depression. Those who can’t wait for spring’s return can keep the warm feelings top of mind with this printed puffed-sleeve dress. Wear it under a cozy knit with tights when the bitter cold is in full force.

Sizes: 00–16