When temperatures drop, the right hat keeps you warm without sacrificing style. Our fall and winter hats collection brings together cold-weather essentials — wool felt fedoras, cozy knit beanies, tweed flat caps, fur-felt western hats, and earflap trappers — from trusted makers like Stetson, Bailey, and Kangol. Whether you need everyday warmth or a polished finish for the season, you'll find a men's or women's winter hat built to handle the chill.
There's a vintage-inspired confidence to the Bailey Syden. A 4½-inch raised front teardrop crown and a 3¼-inch hand-curled brim give it a classic, sculpted...
With its bold 4-inch flat brim and sculpted 4¼-inch teardrop crown, the Bailey Ferrick makes a confident statement in 100% wool. Bailey's Stiffened Beaver...
Rugged sophistication comes standard on the Bailey Stedman, a 100% wool fedora finished with Bailey's proprietary Elite Velour treatment—a brushing-and-finishing process that gives the...