Ankle boots are a hard-working wardrobe essential, but they only go so far in covering your knocking knees against forceful January wind gusts. A pair of good knee-high boots (or four) will get you through the season and elevate a pair of skinny jeans and OG sweater. They also look swell with a midi or mini dress. In other words, they can’t be beat, as long as you pair them with a pair of thick socks and confidence. See our frigid temps-friendly picks in the gallery.