25 Winter Dresses That Are Both Chic and Cozy AF

Lauren Caruso
Winter Dresses
25 Start slideshow

A funny thing happens in that transition between fall and winter: Our wardrobe options seem to go from infinite to zilch in the blink of an eye. It’s kinda hard to be fashion-forward when it’s zero degrees outside and the only thing you can fathom wearing is a huge parka and 20 scarves. The dreary weather is depressing enough, do we really have to wear the same thing everyday too? The answer to that is a resounding “no” (promise!).

MORE: 22 Blanket Scarves to Give You All the Cozy Feels This Fall and Winter

Restocking your wardrobe for cold weather doesn’t have to be stressful. We found 25 cute winter dresses—including a cute little numbers that are perfect for work, a night out on the town, or just a casual Sunday—to add to your closet now. Oh, and if you’re really not sure how to wear them in the winter, check out these styling tricks that’ll double your cold-weather wardrobe STAT.

Originally posted November 2016. Updated October 2017.