Women's Winter Dresses Gap Snowy winters and warm outfits I love wearing my flowy, romantic dresses in winter. The trick is to wear enough layers underneath. Woolen tights are unavoidable, as is a warm form fitting Sweater Warmer Dress All Black Xs Single Layer with Princess Seams Winter Dresses for Women Ann Taylor 35 Warm Dresses That Will Get You Through Winter Who What Wear 15 Winter Dresses for the Cold, Cocktails, and Holiday Parties