Winter Outfits Are Hard, But Here Are 9 Ways to Wear Dresses This Season

When I used to think of wearing a dress, my brain immediately switched to the thought of summer. Breezy fabrics, colorful prints—you know the exact vibe I’m referring to. Now, my thought process is a little different. I actually enjoy wearing dresses (and have more fun styling them) in the colder months than in the warmer months. Before you call me crazy, just hear me out. You can wear your dresses with stockings or a coat, and a pair of boots always makes a dress look cooler. While retailers put out a great variety of dresses in the summer, it’s the moodier prints and knit versions that come out during the fall and winter that truly capture my heart. To prove that you can indeed wear dresses in the cold, I pulled together a few outfits that will do the explaining for me.

Below, you’ll find nine fashion insiders wearing their best dresses layered up for the colder months. Whether they’re wearing a thick jacket or playing around with tops underneath the dress, they’ve got some great outfit ideas for you below.

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