The 22 Best Winter Dresses to Ditch Your Sweats for This Season

Rouje delivers this supremely elegant midi dress, boasting dainty rose-shaped fasteners for subtle retro flair.

For those who love a crisp winter white dress, Rag & Bone carries this stretch knit midi that aims to hug your body in all the right places. Another perk: Its trendy square neckline is great for showing off your favorite stack.

Featuring a striped navy pattern and gold anchor-embellished buttons, Dior’s wool dress gives nautical prep at its finest. Plus, the embroidered moniker on the back is a nice touch.

This ribbed-knit midi from Simon Miller provides so many styling possibilities. Leave it free-flowing or cinch it at the waist with a leather belt or corset to create definition.

Alice + Olivia’s Chara vegan leather dress will bring some edge to your cold-weather lineup. Style it with opaque tights and combat boots, and you’re ready to rock and roll.

RtA puts a sexy spin on the traditional sweater dress with this loose-weave number. To ward off any breeze, layer a slip underneath.

We know, it’s chilly out. But when paired with an oversized faux fur coat and tall boots, this mini slip dress will create the chicest GNO outfit that won’t cause you to totally freeze. For more casual events, it’s great to layer with chunky sweaters and turtlenecks.

Free People is the queen of everything cozy and cute, like this vintage-inspired sweater dress featuring a cheeky front-zipper detail.

Despite its sheer lace fabric, this dress offers a little extra coverage via a full lining, high neckline, and three-quarter length sleeves. Jazz it up with some sparkly earrings and a glitzy clutch if the occasion calls for it.

If playful patterns are your thing, this Zadig & Voltaire mini is a whimsical yet tasteful pick.

Thigh-high boots are the move with this knit mini dress. The turtleneck and long sleeves feel very on-brand for cooler temps, while the subtle leg slit helps you show off a bit of skin.

Is it just me, or does this richly colored number make you want to have a mocha in hand, stat? I love how the rib knit accents really pop on this one, too.

On the dreariest afternoons, this bubblegum-pink denim dress is the serotonin boost you need. Throw on your favorite pair of sneakers to nail a cute everyday look.

With its delicately embroidered fabric and bejeweled Peter Pan collar, this gorgeous style is a stunning winter wedding guest dress option. Pair it with some heels or ankle boots, and when you want to dress it down, try some chunky loafers.

Italian luxury fashion house Iceberg has been known for its striking designs since 1974, with this sunny midi dress being no exception. It’s also made with merino wool, which is crafted to be super soft, warm, and moisture-wicking.

Florals for winter? Yes please! The dark floral pattern on this silky, tailored option is especially fitting for the season.

Done in a cool textured finish, Ganni’s mini dress has a flattering, fitted shape and ruffled, elbow-length sleeves that are feminine and classic. The scoop neckline isn’t too revealing, either, in case that’s something you’re after.

Choose from three different hues with this belted midi dress. Knit from crepe, it should be comfortable, warm, and breathable.

The pajamas-as-streetwear aesthetic is still in, and this silky wrap shirt dress takes it to a whole new level. Simply slide into some heels to complete the comfy-chic look.

Maybe you want some cutouts to spice things up. In that case, this bold midi dress is just for you. Its crystal chain hardware at the waist is also a fun addition.