20 Winter Hats That Will Actually Keep You Warm

Photo: Collage Vintage

I am not a winter person at all. Considering the fact that I am from California, where anything below 60 degrees is "freezing," this New York lifestyle of snow and wind chill I'm currently living in is beyond me. In an unavoidable effort to adapt, I've had to quickly learn that trapping the heat that leaves from your skull (aka investing in the warmest hats out there) can be a lifesaver.

Ahead, I've rounded up the warmest winter hats on the market. In this case, anything that is wool, cashmere, shearling, or leather made the cut. Oh, and there was one last requirement—it had to be really cute (obviously). Ready to shop the winter hats that will actually keep you warm and cool at the same time?