The 30 Best Winter Dresses for Every Occasion This Season

If you purchase an independently reviewed product or service through a link on our website, WWD may receive an affiliate commission. Dresses may be synonymous with summertime, but the best winter dresses have just as much ease and styling versatility — even on the coldest days. From fall dresses that can be worn in the winter and chunky knit sweater dresses that don’t sacrifice style for comfort to slip dresses you can layer underneath your favorite sweaters and blazers, there’s a winter dress for every cold weather occasion. And if the party circuit has found its way back onto your calendar this season, there are plenty of festive, winter-friendly cocktail dresses veering from classic little black dresses to feathers, sequins, and sexy cutouts to choose from, too. Whether you have a winter affair on your calendar or are looking for a fashionable gift for a woman in your life, keep reading for all the best winter dresses, top trends, and expert styling tips to try this season. Top Winter Dresses for 2022 & 2023 Best Striped Sweater Dress: Simon Miller Long-Sleeve Sweater Dress Best Maxi Dress: SKIMS Soft Lounge Long-Sleeve Dress Best Shirt Dress: Anine Bing Mika Midi Dress Best Cutout Party Dress: Peter Dundas Cutout

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