It’s so much harder to layer clothing at night than during the day—especially right now, smack in the middle of fall. Not just because the temperature drops when it’s dark outside, but also because the ideal evening ensemble is supposed to be sleeker and dressier than any work or errand-running outfit. That’s a hard look to achieve with several chunky sweaters and a parka.
But getting for dinner, drinks or a party this month doesn’t have to be a Sophie’s Choice between staying warm and looking good. To see you through late autumn’s deep chill, I’ve pulled together five bundled-up outfits—each tailored to a different type of social event—that look amazing at night. Click through to see and shop my picks now.