Yes, You Can Wear Maxi Dresses in Winter, Shop 26 I'm Eyeing Right Now


(Image credit: @rem0nia)

Whenever I don't have the brain capacity to think of an outfit—a dress is my foolproof option. All you really need to think about is what shoes to add (and maybe accessories, if you're really feeling it.) When the weather starts to drop, one may think that it's time to retire on the easy one-stop outfit for the months ahead, but I'm here to tell you otherwise. I know this may sound strange, but I actually prefer wearing dresses in the winter. Hear me out—you get to style them more creatively by adding layers, and in my humble opinion, a dress just looks so much better with a pair of knee-high leather boots on.

Besides the additional styling opportunities, I tend to prefer the dresses that brands release in the colder seasons, like knitted dresses or muted florals. If you agree, then I'm here to be the bearer of good news and tell you that your favorite brands have stocked up on not only stylish but cozy dresses for you to wear this season, and I've rounded the best for you.

Even if you don't consider yourself a dress person, you'll fall for a style that's amongst this mix. All you need to do is pair them with your choice of winter shoes or even a pair of stockings, and you're good to go. Keep scrolling to shop the WWW approved picks on the market right now.

Assistant Market Editor
Yusra Siddiqui is an editor who resides in New Jersey but bounces between the suburbs and NYC. (She's a Jersey girl at heart.) After interning at Who What Wear in 2019, she found her way to the team after graduating from LIM College in 2022 with a fashion media degree. She's also spent time writing and working for publications such as Fashionista, Coveteur, and Nylon, but she always knew that Who What Wear was where she was meant to be. When she's on the job, she's perusing runway shows, analyzing the latest thing fellow Gen Zers are up to on the internet, and sharing what she can about the modest-fashion market. You can also catch her dabbling in entertainment, talking about the costume choices of the latest Netflix series or diving deeper into how the plotline affects the viewers in a myriad of ways. Lastly, she likes to create content for Who What Wear's TikTok. Her personal time is spent doing similar but also different things—deep diving into almost every new TV show (Bridgerton, Gilmore Girls, and Stranger Things are favorites), planning her next local getaway (whenever that may be), and reading the latest Emily Henry or Sally Rooney novel in one sitting.