15 Cozy Hats You Won't Look Silly In

Time to prepare for the polar vortex.
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Dhani Mau
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Time to prepare for the polar vortex.
Photo: La Garçonne

Photo: La Garçonne

Hats are perhaps the trickiest of accessories. Functionally, they're very important, especially as we head into winter and, apparently, a polar vortex that's expected to hit this week. Unfortunately, they are hard to pull off. I for one find that there are very few hats that I can wear without feeling totally silly, like every single passerby is staring at me, confused by my decision to accessorize my head.

If you have similar issues, my advice is to keep it simple. If you're going to do a color, keep the silhouette classic, like a relatively flat beanie. More streamlined versions of baseball caps and berets also work. I also feel like pom pom beanies are intentionally silly, so feel free to go crazy with those.

To narrow down the options, we compiled 15 of the best, most easy-to-pull-off, cozy hats at a variety of price points. We even ensured they were easy to pull off by finding a photo of each one on a model's head before including it. Click through the below gallery to shop them all and be sure to heed our tips on avoiding hat hair.