11 Winter Hats to Keep You Warm Through the Season’s Chill

Whether you’re working outdoors, walking your dog, visiting the farmer’s market or packing for a ski trip, you’ll need at least one winter hat to keep you toasty through the blistering cold.

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Classic Cuffed Beanie
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Classic Cuffed Beanie

Carhartt’s Knit Cuffed Beanie is a workwear staple. The classic beanie is woven from acrylic yarn that’s lighter and less hot than wool. Plus, it’s available in more than 15 colors. This hat is a no-brainer for jobsites, errands, sporting events and campgrounds.

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Down-Padded Hat

The Fjallraven Expedition Down Heater is the optimal pick for braving the iciest of conditions. Long earflaps buckle under the chin to keep your whole head warm. Though fluffy while worn, the hat compresses for compact storage in your bag.

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Brimmed Hat For Sun And Snow
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Brimmed Hat

This charter hat from Sunday Afternoons is made of a wool blend on the outside, and has a moisture-wicking flannel liner on the inside, so you can stay dry on sunny winter excursions. The hat has a UPF 50+ sun rating to shield you from UV rays. Best of all, there’s a hidden pocket on the inside for essentials, like cards and keys.

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Short Cashmere Beanie
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Short Cashmere Beanie

This shallow beanie from Good Man Brand is cuffed and fits snuggly. It’s made from recycled cashmere, so you can feel luxurious while being environmentally conscious. Plus, this Black-owned label donates a portion of proceeds to equal education opportunities for children.

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Fuzzy Balaclava Hood From Burton
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Fuzzy Balaclava

Keep your head and mouth toasty with this lush hood from Burton. The fuzzy fleece is super-soft and nonirritating on the skin. The hood has a drawcord around the face, so you can tighten it to keep the warmth in and the wind out. It’s quick drying, so you can wear it out in sleet and snow.

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Stretchy Fleece Beanie
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Stretchy Fleece Beanie

REI Co-op’s Power Stretch Beanie is made of a lightweight polyester blend and lined with fleece on the inside. If you have a larger head, the four-way stretch on this winter hat provides a comfortable fit for virtually any size head. You can wear this water-repellent, wind-resistant pick out in the snow. And after a long day of wear, you can throw it in the wash to remove any dirt or sweat.

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Faux Fur Bucket Hat
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Faux Fur Bucket Hat

If you haven’t heard, bucket hats are back in, and this faux fur bucket hat will keep you warm and looking stylish. It’s made of polyester and comes in a wide variety of colors and patterns. It’s also very affordable, so you can snag a few to match any cold-weather outfit.

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Matching Winter Hats For You And Your Mini
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Matching Winter Hats

Need to keep you and a little one warm this winter? This adorable matching hat set comes in three colors: burnt orange, cool gray and olive green. Coordinate your outfits from head to toe with your kiddo and explore the outdoors no matter the temperature. Arctic Gear hats are made in the USA by individuals with disabilities, and the proceeds from each purchase go to support those individuals.

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Retro Stocking Cap With Pom Pom
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Retro Stocking Beanie with Pom Pom

Patagonia’s Powder Town Beanie is made from recycled materials that wicks away sweat and won’t be itchy on your head. This winter hat is designed for the slopes, as it fits snuggly on your head and dries quickly when wet. The five retro designs give the ultimate mountain town vibes, just what you need for a winter vacation in ’rado.

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Fleece Ball Cap
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Fleece Ball Cap

This comfy winter hat from The North Face is inspired by a summer ball cap in its design, but made with recycled polyester fleece to trap in the heat. It even has an earflap in the back that can be worn flipped up on warmer days and down on colder ones to keep the tops of your ears from freezing. FlashDry technology helps to wick moisture away, so that the hat doesn’t soak up sweat on your active days.

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Cable Knit Sock Hat
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Cable Knit Sock Hat

Another winner from The North Face is the Cable Minna Pom Beanie. It comes in five colors, including a standard white, black and gray, as well as forest green and lavender. It is lined with recycled fleece and has a deep, roomy fit to cover more of your head and ears than a shallow beanie.

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Mary Henn
Mary Henn, MFA is an Associate Shopping Editor at Family Handyman. She’s also a national award-winning writer and journalist. Her expertise lies in interior design, home decor, gardening and outdoor trends. When she’s not working on the latest content at FHM, you can find her reading poetry or hiking with her dog, Henry.