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
RtA
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
Cleobella
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
Reformation
Libra Knit Dress
| Materials |
Lyocell, spandex |
| Sizes Available |
XS-XL |
| Colors |
Black, Oxide |
Another Great Sweater Dress
Sanctuary
Mock Neck Sweater Dress
| Materials |
Acrylic |
| Sizes Available |
XXS-XXL |
| Colors |
Spice |
Best With Subtle Detailing
Rouje
Kaila Dress
| Materials |
Wool, polyamide |
| Sizes Available |
34-42 |
| Colors |
Black |
Best Denim Dress
Mother
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
Iceberg
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
Ganni
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
Dior
Marinière Short Dress
| Materials |
Cotton, wool, polyamide, elastane, acrylic |
| Sizes Available |
34-46 |
| Colors |
Navy and Blue |
Best Draped Dress
Khaite
The Taiden Draped Dress
| Materials |
Viscose, polyester |
| Sizes Available |
XS-L |
| Colors |
Lilac |
Gaby Keiderling
Gaby Keiderling is a New York based freelance writer, covering fashion, lifestyle, travel, sports, and more.
