Bean Town: 15 Best Beanies & Skull Caps for Winter

You’ve spent years convincing yourself that you’re tough and that you don’t need things like hats and scarves to keep you warm during winter. Newsflash: you’re not tough. It’s cold out there, and you need to protect yourself. You know what’s cool about having your ears freeze off? Nothing.

It’s time to invest in a nice beanie or skull cap—they’re classic, simple, and if you buy one, it’ll last forever. You can wear it anywhere—to brunch on Saturday, to the ski slopes in Colorado, or when you’re running from business meeting to business meeting in the gray, freezing months of January and February. Check out 15 of our favorites.

Topo Designs Pom Beanie

Topo Designs Pom Beanie

Colorado-based Topo Designs is best known for its colorful mountaineering backpacks, but they have a highly curated selection of accessories as well, like this Pom Beanie. Available in a variety of color combinations, the hat is woven from a soft acrylic yarn, and features a pom on top for extra flair.

Purchase: $18

Topo Designs Marled Watch Cap

Topo Designs Marled Watch Cap

Another offering from Topo Designs, this Marled Watch Cap is the hat for you if you’re not the kind of guy that feels like he can pull of wearing something with a pom on the top.

Purchase: $18

Poler Tube City Beanie

Poler Tube City Beanie

Oregon-based Poler is dedicated to creating quality outdoor gear with personality. Their Tube City Beanie—available in a rainbow of colors—is simple yet classic.

Purchase: $22

Poler Huntsman Beanie

Poler Huntsman Beanie

Another offering from Poler, this Huntsman Beanie is made with two-tone fabric and features a cuff style at the hem. Choose from multiple colors, or buy a few of ‘em.

Purchase: $27

Howler Brothers Command Beanie

Howler Brothers Command Beanie

Texas-based Howler Brothers takes its name from the Howler monkey, the loudest animal in North America. But this Command Beanie isn’t nearly as loud as its namesake, and that’s a good thing. Instead, it’s classic and understated—made from soft, ribbed acrylic fabric and available in either black or green.

Purchase: $28

J. Crew Lambswool Marled Striped Hat

J. Crew Lambswool Marled Striped Hat

J. Crew is your go-to for every staple in your wardrobe, so it makes sense you’d buy a hat from them, too. Crafted out of 100% lambswool, the Marled Striped Hat will keep you warm and is nice enough to wear to work with a suit.

Purchase: $35

Finisterre Fisherman Beanie

Finisterre Fisherman Beanie

Based in the UK, Finisterre is a brand that was borne out of the harsh coastal winds coming off of the Atlantic Ocean. That’s why they’re experts in creating gear for the coldest temperatures, like this Fisherman Beanie. Crafted out of 100% navy merino wool, it features a traditional fisherman’s rib and will look good on you whether you’re on a boat or just heading to work.

Purchase: $35

Fjallraven Byron Hat

Fjallraven Byron Hat

Fjallraven has been creating quality outdoor gear since 1960, so you can rest assured that anything you buy from them is going to stand up to whatever you throw at it. The Byron Hat is no exception to this—made out of 100% wool, it’s available in a variety of colors.

Purchase: $35

Saturdays NYC 2X2 Rib Beanie

Saturdays NYC 2X2 Rib Beanie

Since Saturdays NYC is so firmly rooted in surf culture, you might be surprised to see that they make warm weather accessories as well, like this 2X2 Rib Beanie. Sophisticated and lightly ribbed, the beanie is available in navy, black, and gray—all the colors of the business casual rainbow.

Purchase: $55

Canada Goose Merino Wool Beanie

Canada Goose Merino Wool Beanie

Canada Goose has been constructing high-quality cold weather gear since it was founded in a Toronto warehouse in 1957, so you know anything they have on offer will stand up to the elements. Crafted out of 100% soft merino wool, the navy hat features a bright red cuff, which will ensure that you stand out during a snowstorm.

Purchase: $55

Drake’s Donegal Wool Beanie

Drake’s Donegal Wool Beanie

You can tell Donegal wool from the colorful flecks in the yarn see throughout it, which tends to look both classic and contemporary at the same time. This beanie from UK-based Drake’s is crafted from navy Donegal wool, so you, too, will look classic and contemporary when you wear it.

Purchase: $70

Aether Cashmere Stripe Hat

Aether Cashmere Stripe Hat

You might think cashmere is only for fancy sweaters that your girlfriend buys, you but it’s not. This striped hat from LA-based Aether is made out of a cashmere-wool blend, keeping you warm and making you feel luxurious every time you wear it. You deserve it.

Purchase: $75

Jack Spade Pollock Ribbed Hat

Jack Spade Pollock Ribbed Hat

Available in navy, gray, and brown, this Pollock Ribbed Hat is made from a blend of merino wool and nylon, and features a stylized knit that looks more unique than traditional ribbing.

Purchase: $78

Alps & Meters Classic Pom Hat

Alps & Meters Classic Pom Hat

Established in 2014, Alps & Meters is a new brand that focuses on making a few high-quality pieces for cold temperatures. And when we say “a few,” we mean a few. The brand only has nine pieces on offer, and the Classic Pom Hat is one of them. Made out of 100% lambswool (and available in a variety of colors), the hat is coated with DuPont Teflon water repellant, and has a secret zipped pocket underneath the hat’s cuff to store a key, cash, or a credit card.

Purchase: $85

Outerknown Overcast Beanie

Outerknown Overcast Beanie

Recently created by World Surf League Champion Kelly Slater, Outerknown is a brand that creates quality menswear pieces while using sustainable and environmentally-friendly practices, and this Overcast Beanie is one of the brand’s many offerings. Made out of 100% super soft baby alpaca wool, the hat has a heavy-gauge knit and is available in navy, and two shades of gray.

Purchase: $95

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