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

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Getting dressed in the winter can be depressing. Chunky sweaters, though undeniably chic, have lost their novelty, you have to wear a puffer jacket everywhere you go, and you only have so many high-waisted leggings that haven’t pilled at this point. It’s time for something new—something cozy and comfy but flattering at the same time. The solution? A winter dress.

The best winter dresses are seasonal staples and come in many forms, from long-sleeved midis to capped-sleeved minis done in plush materials like wool, velvet, and cashmere. And thanks to some of our favorite designers, today’s silhouettes are more eye-catching than ever. Take, for example, Alice + Olivia’s date night-ready, faux leather number or Simon Miller’s colorful knit frock perfect for every casual-yet-stylish outing on your calendar. Whether you’re seeking an option that’s laidback, formal, or somewhere in between, there’s a winter dress that can rise to the occasion. Not to mention, you can fashionably add extra warmth to your pick by throwing on a pair of tights, over-the-knee boots, and a fabulous wrap coat.

The search for the perfect frock may seem overwhelming but never fear. Ahead, shop the 22 best winter dresses to elevate your wardrobe this season.

Best Ribbed-Knit Dress

Simon Miller

Wells Long-Sleeve Dress

Materials Modal, spandex
Sizes Available XXS-XXL
Colors Sepia Brown

Best Faux Leather Dress

Alice + Olivia

Chara Pleated Mini Dress

Materials Polyester, nylon, elastane
Sizes Available 0-14
Colors Black, White

Best Sweater Dress


Akamu Sweater Dress

Materials Cotton, acrylic, wool, polyamide
Sizes Available XS-L
Colors White, Black

Best Slip Dress

Maison Essentiele

90s It Girl Chemise

Materials Silk
Sizes Available XS-XL
Colors Black, Blue

Best Casual Dress

Free People

Mont Blanc Mini Dress

Materials Polyester, cotton
Sizes Available XS-XL
Colors Vintage Blue Combo, Tab, Red Jasper

Best Ruffled Dress


Lacey Mini Dress

Materials Polyester
Sizes Available XS-XL
Colors Black

Best Printed Dress

Zadig & Voltaire

Refla Minidress

Materials Viscose
Sizes Available XS-M
Colors Ecru/multicolor

Best Mini Sweater Dress


Libra Knit Dress

Materials Lyocell, spandex
Sizes Available XS-XL
Colors Black, Oxide

Another Great Sweater Dress


Mock Neck Sweater Dress

Materials Acrylic
Sizes Available XXS-XXL
Colors Spice

Best With Subtle Detailing


Kaila Dress

Materials Wool, polyamide
Sizes Available 34-42
Colors Black

Best Denim Dress


The Cover Up

Materials Cotton, polyester, elastane
Sizes Available XS-XL
Colors Quartz Pink

Best Wedding Guest Dress

Sandro Paris

Lucianita Mini Dress

Materials Polyester, viscose, polyamide
Sizes Available XS-XL
Colors Navy Blue

Best Wool Dress


Ribbed Midi Dress

Materials Merino wool
Sizes Available S,M
Colors Yellow, Black

Best Floral Dress

The Kooples

Short Floral Dress

Materials Silk, viscose
Sizes Available 0-3
Colors Black, White

Best Fitted Dress


Mini Dress

Materials Rayon, polyamide, elastane
Sizes Available XXS-XL
Colors Kelly Green

Best Belted Dress

Scanlan Theodore

Belted Long-Sleeve Midi Dress

Materials Viscose, polyamide
Sizes Available XS-L
Colors Lilac, Powder, Navy

Best White Dress

Rag & Bone

Asher Midi Dress

Materials Viscose, nylon, spandex
Sizes Available XXS-L
Colors Ivory, Black

Best Shirt Dress

Michael Lo Sordo

Wrap Maxi Shirt Dress

Materials Silk-satin
Sizes Available 2-14
Colors Black

Best Cutout Dress

Jonathan Simkai

Kathryn Midi Dress

Materials Rayon, nylon
Sizes Available XS-XL
Colors Black

Best for Black Tie Events

Nili Lotan

Katie Lamé Gown

Materials Viscose, nylon
Sizes Available XS-L
Colors Gold

Best Striped Dress


Marinière Short Dress

Materials Cotton, wool, polyamide, elastane, acrylic
Sizes Available 34-46
Colors Navy and Blue

Best Draped Dress


The Taiden Draped Dress

Materials Viscose, polyester
Sizes Available XS-L
Colors Lilac

Gaby Keiderling is a New York based freelance writer, covering fashion, lifestyle, travel, sports, and more.

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