From workdays to weekend plans and even last-minute errands, my schedule requires winter dresses that can do all three without any extra effort. After trying countless styles as a shopping writer, I've become particular about exactly what actually earns my closet space. If a style isn't comfortable and doesn't come with pockets, it simply won't make the cut. This roundup includes the 17 winter picks I reach for most, including cozy sweater styles, tunic knit midis and easy wrap silhouettes.