21 Best Winter Dresses You Won’t Mind Wearing in the Cold
We love an outfit repeat as much as the royals, but it’s easy to fall into a style rut amid bitter temps. That’s where the best winter dresses for women can help. Having an arsenal of low-effort pieces (looking at you, turtleneck sweaterdresses) is key if you want to keep your outfits fresh and your getting-ready process as easy as possible.
Of course, there’s no need to overhaul your entire closet. Start by taking stock of the picks that are currently in your closet—or the ones you wish had more of—like midis, maxis, and knit dress styles. They all have nearly endless styling potential and pair well with your winter capsule wardrobe, like durable tights, chunky scarves, tall boots, and puffer jackets.
Whether it’s a cashmere knit, a color-block rib knit to amp up your everyday look, a gown with a high neck, or the perfect party number, a great dress never fails to make you feel like your best self—so let this be the year you fill your wardrobe with some of the best winter dresses for women, according to Glamour editors.
Our favorite winter dresses
- Best Winter Dress Overall: Anthropologie Thea Twofer Sweaterdress, $180
- Best Winter Dress on Amazon: Deep Self Long-Sleeve Sweaterdress, $40
- Best Winter Wedding Guest Dress: Bardot Verona Sequined Dress, $179
- Best Value Winter Dress: Passec Ribbed Knit Maxidress, $29
- Best Winter Sweater Dress: Faherty Jackson Sweaterdress, $158
- Best Long-Sleeve Winter Dress: Skims Soft Lounge Long-Sleeve Dress, $90
All products featured on Glamour are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.
- 1/21
Best Winter Dress Overall: Anthropologie Thea Twofer Sweaterdress
This outfit might look like the chicest possible combination of a mock-neck sweater over a maxiskirt, but it’s actually a (super-popular) dress. It’s also available in moss green—not to mention petite and plus sizing—but the black-on-black effect is just too cool not to recommend. Looking pulled together in winter has never been so effortless.
Sizes: XXS–3X / Material: Viscose, polyester, polyamide / Colors: 2 options
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- 2/21
Floerns Cowl-Neck Satin Slip Dress
A classic slip dress should be part of your wardrobe whether it’s specifically for winter or not. You can get away with wearing this spaghetti-strap gown all year round since it’s one of the easiest silhouettes to style, be it for a more special occasion or a day date with your boo. Pro tip: Our editors love to wear it over a whisper-thin turtleneck pullover or with a chunky knit cardigan on top; adding a belt with the sweater will help give it definition too.
Sizes: XS–XXL / Material: Acrylic / Colors: 33 options
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- 3/21
Best Value Winter Dress: Passec Ribbed Knit Maxidress
Not all sweaterdresses are made equal: Some are loose-fitting and cozy; others are here to accentuate your curves. This body-con maxidress is an easy way to do a sexy night out, even if it's freezing; the ribbed knit fabric and long sleeves will keep you warm.
Sizes: S–L / Material: Polyester / Colors: 31 options
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- 4/21
Best Winter Dress on Amazon: Deep Self Long-Sleeve Sweaterdress
We love a trompe-l’oeil moment. At first glance, this looks like a quarter-zip tucked into a skirt—except it’s not. This unique piece is actually a knit minidress that you can pair with anything, depending on the day’s vibe. Wear it with a T-shirt and white sneakers when you’re going for a sporty-cute look; throw it on over lingerie with some winter boots when you’re on a romantic weekend getaway.
Sizes: S–XL / Material: Viscose, polyester, nylon / Colors: 13 options
Save on the best winter dresses with these Amazon promo codes.
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- 5/21
Abercrombie & Fitch Long-Sleeve Draped Minidress
Abercrombie’s simple, ruched dress is the perfect blank canvas to add to your winter wardrobe. Available in black and wintergreen (not to mention three lengths), it plays well with dainty jewelry and statement pieces alike, plus any kind of footwear the occasion calls for. (We’d suggest strappy heels or the tallest leather boots in your collection.)
Sizes: XXS–XL / Material: Polyester, elastane / Colors: 2 options
- 6/21
Best Long-Sleeve Winter Dress: Skims Soft Lounge Long-Sleeve Dress
Kim Kardashian knows her way around a body-con dress—just look at this stunner. A cold-weather version of the viral Skims slip dress, this number is part of the brand’s lounge collection, meaning it’s luxuriously soft and ideal for low-key evenings with your besties or your SO. Skims dresses have a knack for selling out, so make sure to snag your size while you still can.
Sizes: XXS–4X / Material: Modal, spandex / Colors: 3 options
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- 7/21
Maeve Bettina Tiered Shirtdress
Everyone’s wardrobe could use a fun print here and there. This Anthropologie dress comes in a few different prints, including this graphic floral pattern in an on-trend shade of red. Wear it to work or date night—and make sure to pair it with your favorite knee-high boots. Plus, the light cotton fabric and buttoned top are perfect for year-round wear.
Sizes: XXS–3X / Material: Cotton / Colors: 4 options
Save on the best winter dresses with these Anthropologie promo codes.
- 8/21
Free People Portia Velvet Minidress
Big-sleeve energy. This velvet minidress looks plain at first, but its giant, poufy sleeves make a statement on their own. Pair the classic winter fabric with lace leggings or colored tights to make it stand out even more. Consider your Galentine’s Day outfit handled.
Sizes: XS–XL / Material: Polyester, viscose / Colors: 5 options
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- 9/21
Best Winter Sweaterdress: Faherty Jackson Sweaterdress
Even in the comfy world of sweaterdresses, this Faherty bestseller is a standout for its soft, stretchy texture. We love the preppy polo collar and the tie waist, which will give your silhouette some definition. It’s so easy to wear that you might find yourself wishing the winter months would go on forever.
Sizes: XXS–XXL / Material: Cotton, polyester, nylon, elastane / Colors: 2 options
Save on the best winter dresses with these Nordstrom promo codes.
- 10/21
Reformation Zoya Knit Dress
Leave it to Reformation to give us the greatest slinky dress on the market. The plissé fabric looks luxe and offers plenty of give, so you’re free to cut it up on the dance floor. Complementing the pleated material is the boat neckline, which offers just a touch of sex appeal. Take a cue from the brand’s styling and throw on a statement belt and a slouchy bag; it’ll do the trick for drinks with friends and wedding ceremonies alike.
Sizes: XS–XL / Material: Unlisted / Colors: 1 option
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- 11/21
Best Winter Wedding Guest Dress: Bardot Verona Sequined Dress
Yes, this is an excellent dress for a holiday party or a New Year’s Eve celebration, but it’s also a showstopper you’ll want to wear during the rest of the year. There’s so much to love here: bow closures at the front and back, comfortable lining, allover sequins in the perfect shade of cobalt. (You can also go easy on the accessorizing, considering this number speaks for itself.) Pick up this long-sleeve midi-dress for the next winter wedding on your calendar, then keep pulling it out for every party and celebration afterward.
Sizes: 0–12 / Material: Polyester, elastane / Colors: 1 option
Save on the best winter dresses with these Shopbop promo codes and Amazon promo codes.
- 12/21
Anrabess Two-Piece Ribbed Dress
This two-piece outfit is no illusion: You’ll get a sleeveless dress and a matching crewneck sweater that can be worn together or separately. (Thanks, Amazon!) The next time you’re not sure what to wear to brunch, date night, or drinks, just reach for this set and save yourself an hour of trying on every possible combination in your wardrobe.
Sizes: S–XL / Material: Viscose / Colors: 12 options
Save on the best winter dresses with these Amazon promo codes.
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- 13/21
Pomander Place Josephine Dress
Going for an old-money vibe? Look no further than this V-neck tweed dress that could almost pass for Chanel. It’ll pair beautifully with tights and ballet flats at your next get-together. Plus, despite its high-end look, it’s machine-washable—no postparty trips to the dry cleaner necessary.
Sizes: XS–XXL / Material: Polyester / Colors: 2 options
- 14/21
Boden Francis Empire Maxi Tea Dress
Valentine’s Day calls for hearts, and this tea dress from Boden more than delivers. While some Empire-waist numbers can be tough to wear, this balances the silhouette with slightly exaggerated shoulders and sleeves. It’s available in two lengths—petite wearers welcome—and a wide range of sizes, meaning nearly anyone can get in on the lovefest.
Sizes: 2–22 / Material: Viscose / Colors: 2 options
Save on the best winter dresses with these Boden promo codes.
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- 15/21
Free-est Aelia Drop-Waist Midi-Dress
Drop-waist dresses are trending right now, and we love the subtly curved waist and ruched detailing on this one from Free People. It covers plenty of skin to survive the doldrums of winter, but the lightweight material will carry you into late spring and ease you into early fall.
Sizes: XS–XL / Material: Cotton, elastane / Colors: 5 options
Save on the best winter dresses with these Free People promo codes.
- 16/21
Norma Kamali Off-Shoulder Grace Minidress
What fun is winter without a leather dress in the mix? Now’s the time of year to wear heavier materials, and this off-the-shoulder pick from Norma Kamali is our favorite take on faux leather yet. The fit-and-flare silhouette will make you look snatched—just throw on some statement earrings, grab a mini bag, and go paint the town red.
Sizes: XXS–XL / Material: Polyurethane, spandex, polyester / Colors: 3 options
Save on the best winter dresses with these Free People promo codes and Revolve promo codes.
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- 17/21
Staud Wells Dress
Sticking to the formal theme here, our list wouldn’t be complete without a classic LBD for your next dressed-up event. This sleeveless, season-agnostic pick is an all-time bestseller among Glamour shoppers, and since the bodice is so slim, it won’t interfere with any stylish blazers or outerwear you throw on to stay warm. The classic shape feels elevated but still very wearable, and it looks good on just about everyone.
Sizes: 00–16 / Material: Cotton, spandex / Colors: 5 options
Save on the best winter dresses with these Shopbop promo codes and Bloomingdale’s promo codes.
- 18/21
Dress the Population Hazel Embellished Minidress
Florals aren’t just for spring. Rendered in sequins in a winter palette, they feel fresher than ever. And thankfully, while the top is demure, the short length keeps things fun and sultry. (Just make sure you add some sheer black tights so you don’t freeze.)
Sizes: XXS–XXL / Material: Polyester, spandex / Colors: 1 option
Save on the best winter dresses with these Nordstrom promo codes and Anthropologie promo codes.
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- 19/21
Anna October x J.Crew Cashmere Off-the-Shoulder Sweaterdress
Nothing exudes luxury quite like a cashmere dress. J.Crew’s (very good) collaboration with buzzy brand Anna October has blessed us with this creamy number that falls just off the shoulder and holds its shape despite its supersoft feel. It won’t catapult you into a higher tax bracket, but it’s pretty much the next best thing.
Sizes: XXS–XXL / Material: Cashmere, polyamide, elastane / Colors: 1 option
- 20/21
Mango Capsule Crossed Dress With Bow Neckline
With a buttery color and a sleeveless design, this winter dress goes against convention. But make no mistake: That giant on-trend bow makes it perfect for cold-weather occasions. Pair it with silver heels and your daintiest silver jewelry, then prepare for an avalanche of compliments.
Sizes: 2–8 / Material: Acetate, viscose / Colors: 2 options
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- 21/21
Free People Colette Maxidress
Puff sleeves, gold accents, and a dramatic A-line skirt lend this eye-catching gown some drama. It’s the kind of gown you’ll want on deck for a special event like a wedding or a January birthday celebration, and it’s so unique that you’ll want to keep reaching for it for years to come, no matter what’s going on with the trend cycle. Oh, and did we mention that it’s lined?
Sizes: 0–14 / Material: Rayon, polyester, viscose / Colors: 3 options
Save on the best winter dresses with these Free People promo codes.