Six Stylish Winter Beanies Under $50

It’s time to upgrade your gas station beanie

The winter equivalent of the trucker hat is here to keep your helmet hair from embarassing you at aprés.

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While the age-old myth that 90 percent of your body heat escapes from your head has been debunked, we can’t overstate the importance of a good beanie. Proper headwear can help keep you warm on the mountain and cover up your helmet hair during après drinks. Here are five of our favorite stylish winter beanies, all of which are under $50. 

Topo Designs Wool Beanie ($45) 

(Courtesy Topo Designs)

Everyone needs a chunky fisherman’s hat in their arsenal. This one is made of super soft merino wool so it feels as good as it looks. 


Columbia Deschutes River Beanie ($25)

(Courtesy Columbia)

This mountain-inspired beanie looks good, has plenty of stretch, and a pom-pom on top.

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Smartwool Jacquard Ski Hat ($30) 

(Courtesy Smartwool)

Smartwool makes this merino and acrylic beanie for high output pursuits in cold weather. This is your go-to for the ski hill, especially if you’re earning your turns by skinning to the top. 

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Dakine Tall Boy ($20) 

(Courtesy Dakine)

This thin, lightweight beanie has a loose fit. It’s casual, fun and the perfect option for the guy who always seems to be wearing a beanie. 

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Outdoor Research Conway Beanie ($35)

(Courtesy Outdoor Research)

If warmth is what you’re really after, then you can’t beat the Conway, which is made from boiled wool and lined with microfleece. The ear flaps ensure that your precious lobes stay toasty, regardless of the conditions.  

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Flylow OG Pom ($30)

(Courtesy Flylow)

Another classic option, the OG Pom is long enough to amply cover your ears with a fist-sized pom-pom on top.

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