33 Stylish Winter Dresses From the Coolest Brands Who What Wear Someone asked me "how do you wear your cotton dresses in winter?". I layer them polo neck underneath, leggings and knee height boots. I need to invest on fleece lined tights though, I've seen Cotton On layla frill trim midi dress in winter night navy blue ASOS Touched by Nature Infant and Toddler Girl Organic Cotton Long Sleeve Dresses, Red Winter Folk