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Fall & Winter Hats

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.

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Bullhide Mine Youth Cowboy Hat

The Bullhide Mine Cowboy hat features durable wool felt that is sure to outlast your child's next rodeo adventure. A pinch front crown gives...
$69.99

More sizes available

Bullhide Sidekick Youth Cowboy Hat

Does your youngster like to pretend they are your own little partner in crime? The Sidekick from Bullhide is the perfect partner in crime....
$79.99

More sizes available

Bullhide Melbourne Leather Outback Hat

Your best bet for roughin' it in the Outback, the Bullhide Melbourne is an obvious pick. This genuine black leather hat sports a laced...
$119.99

More sizes available

New

Bailey Tru Eight Panel Newsboy Cap

Sharp and understated, the Bailey Tru is an eight-panel cap dressed in a subtle windowpane check. The full, rounded crown gives it that timeless...
$79.99
New

Bailey Reffell Leather Five Panel Ivy Cap

Crafted from genuine leather, the Bailey Reffell is a five-panel ivy cap with rugged good looks and a broken-in feel from the very first...
$119.99
New

Bailey Gael Eight Panel Dockman Cap

Rich with texture and ready for the cold, the Bailey Gael is a full-bodied eight-panel cap with a soft, rounded crown and that unmistakable...
$74.99
New

Bailey Ari Snap Down Flat Cap

Clean, classic, and quietly sharp, the Bailey Ari is a timeless flat cap with a low, tailored profile. A subtle plaid weave adds understated...
$74.99
New

Bailey Luca Wool Blend Eight Panel Cap

Timeless and refined, the Bailey Luca is a contoured eight-panel cap woven from a warm wool blend in a classic herringbone. The sculpted crown...
$79.99
New

Bailey Axel Five Point Flat Cap with Earflaps

The Bailey Axel brings rugged warmth to a refined flat cap. Its five-point crown sits low and clean, wrapped in a warm, textured plaid,...
$74.99
New

Bailey Atlas Eight Panel Newsboy Cap with Earflaps

Cold-weather ready with a vintage edge, the Bailey Atlas is an eight-panel cap cut from a bold houndstooth-style check. A snap-down peak and convertible...
$74.99
New

Bailey Foster Eight Panel Cap with Earflaps

Herringbone with a twist — the Bailey Foster is an eight-panel cap built for the cold, with convertible earflaps that fold down when the...
$89.99
New

Bailey Chadwick Eight Panel Baker Boy Cap

Full-bodied and full of character, the Bailey Chadwick puts a modern spin on the eight-panel newsboy. Its rounded, paneled crown gathers to a button...
$69.99
New

Bailey Wickes Flat Cap with Earflaps

When the wind picks up, the Bailey Wickes has you covered — a classic flat cap with a clever trick built in. Convertible earflaps...
$74.99
New

Bailey Lou Wool Five Panel Flat Cap

Heritage texture meets a modern fit in the Bailey Lou, a contour five-panel cap woven from wool in a rich herringbone plaid. The contoured...
$79.99
New

Bailey Arley Contour Eight Panel Flat Cap

Sleek and easy to wear, the Bailey Arley is a contour eight-panel cap built on Bailey's great-fitting low-profile shape. The paneled crown lays smooth...
$79.99

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Bailey of Hollywood Billy Stingy Brim

$94.99

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Scala Grand Canyon Mesh Covered Safari Hat

$69.99

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Bailey of Hollywood Curtis Indy Fedora

$149.99

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