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12 Caps and Beanies to Keep Your Head Warm This Winter

From Ralph Lauren’s Polo Bear cap to cashmere beanies from J.Crew and The Elder Statesman, these hats will keep your head toasty this season.


When considering the best approach on how to stay warm during the winter, it’s important to not lose your head. Yes, it’s important to cover all of your body effectively to keep heat contained, but it’s easy to forget to top yourself off before you leave the house. Whether it’s beanie or a baseball cap, we’ve got something for everyone to keep your noggin both stylish–and warm–this winter season. Below, our selects.

Rowing Blazers x Luke Edward Hall Tutankhamun Cap

Fun art from British artist and interior designer Luke Edward Hall, paired with a vibrant pink colorway, makes it easy to understand why this Rowing Blazers cap has already sold out once this season. Snap yours up now.

Buy Now: $48

Todd Snyder Camel Corduroy Yankees Cap

And while we’re on the subject of corduroy caps, Todd Snyder has again partnered with the New York Yankees to release an exclusive baseball cap collaboration. There are a variety of options to choose from, but we’re partial to how the white logo pops with a more traditional camel.

Buy Now: $78

Carhartt Watch Cap

Insanely affordable, stylish, and available in almost every single color you can imagine, Carhartt caps are a perennial favorite for keeping your head warm in the winter.

Buy Now: $13

Patagonia Brodeo Beanie

Looking for a certain je ne sais quoi with your toque? This offering from Patagonia is essentially a hybrid of a dad cap and a wool beanie — a really fun blend of form and function.

Buy Now: $35

Billy Reid Heirloom Beanie

With a print in the designer’s signature stripe, this wool beanie from Billy Reid also features a removable pom-pom at the top. That makes it perfect for guys who can’t decide whether they want the personality of a pom pom or not.

Buy Now: $95

Saturdays NYC Rib Beanie

For their last few winter collections, Saturday NYC has worked with an electric color palette that aschews the darker hues more commonly seen during the winter months. This cashmere blend beanie is no exception, and is a perfect way to break up the doldrums of the season.

Buy Now: $65

Barbour Dotterel Wool & Moleskin Cap

Tweed is a go-to material for cold weather, so working it into a cap makes complete sense — all while giving an otherwise standard hat a refined look.

Buy Now: $59

J. Crew Reversible Cashmere Beanie

Double the color, double the fun with this super warm cashmere cap.

Buy Now: $90

The Elder Statesman Dyed Watchman Cap

Tie-dye has seen a resurgence this season, but if you’re still hesitant, this beanie is the perfect place to dip (dye) your toes into the trend.

Buy Now: $385

Inis Meáin Donegal Merino Wool and Cashmere-Blend Beanie

This Inis Meáin knitted wool and cashmere-blend beanie harkens back to the brand’s origins off the coast of Ireland, where knitting was a popular tradecraft. The rounded closure at the bottom gives the piece a really nice homemade touch.

Buy Now: $125

Ralph Lauren Purple Label Polo Bear Wool-Blend Felt Cap

The Polo Bear is a classic bit of menswear iconography, finding a great home on this felt and wool-blended cap.

Buy Now: $250

Uniqlo HeatTech Knitted Cap

Made from the Uniqlo’s proprietary HeatTech fabric, this is a perfect knitted fisherman’s cap that promises to keep you warm enough to actually do a little winter fishing yourself.

Buy Now: $15

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