Winter dressing is often framed as a compromise, but the best cold weather dresses prove otherwise. This season, warmth and grace aren’t opposing forces—they’re collaborators. Think substantial knits that graze rather than adhere, bias and draped cuts that move effortlessly under a coat, and long sleeves that do the heavy lifting so you don’t have to.
Vogue’s Favorite Winter Dresses
A winter dress isn’t just about staying warm while looking stylish; it’s about embracing texture, proportion, and elegance, depending on the occasion, of course. Whether layered or worn alone, it serves as the understated hero of the season. This single, thoughtfully chosen piece transitions seamlessly from daytime errands to candlelit evenings without missing a beat.
Naturally, no winter dress curation is complete without a sweater dress, or two. We’re fond of thick, cable-knit styles that can be worn with tall, flat boots, or suede accessories. Since party doesn’t end after January 1st—it’s just renamed—you can’t go wrong by adding a few statement-making fête dresses to your rotation, like Zara’s sequinned, lace-trimmed midi. Go full festive with a beaded bag, cropped furry jacket, and textural pumps. Lean into the classics with a sleek, black turtleneck dress from Toteme, The Row, or Allude—the results are cozy, yet put together. Any of these complements our top-shopped handbags, be it Miu Miu’s Aventure bag, or Chloé’s Paddington bag for a nostalgic touch.
Whichever way you go, there’s a chic winter dress waiting for you, ahead.
The Sparkling Party Dress With a Cropped Faux Fur
The current season calls for a little glimmer and shine! This lace-trimmed number from Zara is designed for grand entrances, and nights that stretch past last call. Wear it this winter with some of our favorite cold-weather accessories: a cropped faux fur, beaded bag, and velvet pumps.
The Sleek Turtleneck Dress With a Pony Hair Car Coat
Sleek, versatile, and endlessly elegant, turtleneck dresses frame the face while skimming the body. This one from Toteme includes an extra set of sleeves—to be wrapped around the waist for definition. Style with a pony hair car coat for texture, and ankle boots for height.
The Wear-Anywhere Shirt Dress With a Long Faux Fur
If you think a shirtdress is exclusive to the office, think again! The right one can carry you from office to after hours, with a few key accessories. Wear this plaid style from Zara with a faux fur coat, and layer a thin black turtleneck underneath for additional warmth.
The Oversized Cable-Knit Dress With Knee-High Boots
When in doubt, go the cozy route! Subzero forecasts call for comfort, and we can’t think of anything more comfortable than an oversized, cable-knit dress. Tie a matching sweater around your neck for added interest and texture—then, have fun with the accessories. We love it with merlot shoulder bag and knee-high, chocolate brown boots for subtle pops of color.
The Draped Maxi Dress With a Trench Coat and Pillbox Hat
Searching for winter’s answer to effortless elegance? A draped maxi dress is it! Fluid yet substantial, this favorite from Cos skims the body with soft folds that are both cocooning and refined. It layers seamlessly under a tailored coat (or trench!), and stands on its own with a pillbox hat and leopard-print bag.
