20 Winter Hats That Will Actually Keep You Warm

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(Image credit: 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?

Lauren Eggertsen
Editorial Director

"Copy (200 words): Lauren Eggertsen is currently the editorial director of Who What Where and has worked at the company for nearly seven years, where she started as an associate editor and has since worked her way up. Lauren has over 10 years of experience in the fashion editorial space, starting her career with internships at Marc Jacobs, Marie Claire, and The Zoe Report, where she was later hired as their editorial assistant. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. It is here where she leads and manages Who What Wear's fashion team and oversees all day-to-day editorial content and large tentpole moments. This includes all of the runway, trend, and shopping-driven content that ultimately helps to build a strong brand reputation within the industry. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many of the celebrity cover shoots, including big names like Sydney Sweeney, Lindsay Lohan, and Megan Fox. 


She has also attended multiple fashion weeks, including New York, London, and Milan, where her personal style has been featured on sites such as Elle.com, HarpersBazaar.com, and Vogue.co.uk. She prides herself on discovering and supporting small brands and on her knack for a good vintage shopping find. When she isn't working, she enjoys researching and dining at reputable restaurants around both her neighborhood and the globe.