Exposure

The Best Hats for Winter

Light
Photo: Jakob Schiller
We love winter because of skiing. But winter hats are a close second. From standard beanies to stylish brimmed lids to classic military tops, here are our favorite picks from the season.
Photo: Jakob Schiller
John F. Kennedy might have killed the standard fedora by not wearing one to his inauguration, but we’re bringing it back with the Luke, which provides plenty of warmth thanks to the 100 percent wool body. The salvaged leather tie around the crown is a nice touch.
Photo: Jakob Schiller
Flylow commemorates some of the best extinct ski areas—including Berthoud Pass (Colorado), Brodie Mountain (New York), and Slide Mountain (Nevada)—with its Revival Pom hats. Available this fall.
Photo: Jakob Schiller
The classic Stormy Kromer cap (right), born from blustery Wisconsin winters, lets you slide the headband down over your ears when temperatures drop. This version has the classic red and black wool outer and a Horween leather brim. Also pictured: the Original Cap with Harris Tweed ($60).
Photo: Jakob Schiller
The Cortina pattern appeared on the Dale of Norway sweaters that country’s athletes wore to the 1956 Winter Olympics in Cortina d’Ampezzo, Italy. The outer is a warm, robust Norwegian wool, and a merino liner prevents itching.
Photo: Jakob Schiller
Pilots used to wear caps like the Garren to keep them warm high above the clouds. Made from leather, cotton, and shaved lamb fur, the hat features earflaps that fold up on warmer days and down when the snow starts to fly.
Photo: Jakob Schiller
American Trench upgrades the traditional watch cap, made famous by navy sailors, by knitting it from the softest, stretchiest merino you can find. This hat goes with anything.
Photo: Jakob Schiller
The Brawler, handmade in Nashville, Tennessee, uses a wide-wale cotton corduroy for heat retention, and the six-panel fit sits at a just-rakish-enough angle to channel Newsies without becoming a full-on period piece.
Photo: Jakob Schiller
By far the most relaxed hat on this list, the Slouchy fits just as you’d expect: with the extra material on top bending down toward your back. The outer is acrylic, but the fleece lining will keep you warm even when it’s brutally cold.

Holiday Subscription Sale! Save 79% and Get a Free Gift!

Subscribe
Pinterest Icon