We all know New Era ball caps can be stylish (at times), but they're not going to keep your head warm in the dark of winter. The Stormy Kromer Wool Cap ($35) will. Adorning the heads of woodsmen, workers, and even bums for over 100 years, this durable headgear's exterior is made from 80% recycled wool and 20% nylon, with 100% cotton lining, and a built-in headband to keep your ears warm when the wind starts blowing snow sideways.