Free shipping on US orders over $99

×

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.

Grid
List

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

Bellissimo El Capo Two Tone Fedora -Silverbelly/Sapphire

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$396.00

More sizes available

Bailey Croft Wool Fedora

Elevate your style with the Bailey Croft Fedora, a true embodiment of classic American craftsmanship. Crafted from 100% wool with Bailey's signature Beaver Finish,...
$209.99

More sizes available

Stetson Boot Hill 3X Wool Cowboy Hat

The Boot Hill, from Stetson's Stallion Collection, is the perfect Old West hat. It is crafted with premium 3X Wool and features a 4"...
$139.99
New

Conner Carson City Crushable Wool Bowler

Part Young Guns, part steampunk, the Conner Carson City Crushable Wool Bowler puts a frontier spin on a Victorian classic. It's handmade from 100%...
$109.99

Bailey of Hollywood Boley Fedora

The Bailey Boley is a stylish fedora from the Poet Collection that combines classic and modern elements to create a truly unique look. Made of...
$139.99

More sizes available

Bullhide Colt 45 Felt Cowboy Hat

Bullhide Hats presents the Colt 45! This black wool western hat is light and shapeable, making it the an ideal hat for travel. With...
$79.99

More sizes available

Bailey Western McQ 4X Wool/Fur Blend Cowboy Hat

The Bailey Western McQ brings rodeo-ready style to the ring and beyond, blocked from a plush 4X wool and angora blend that holds its...
$199.99

Scala Leven Suede Leather Ivy Cap

Rich, tactile texture defines the Scala Leven, a supple suede ivy cap made for your cool-weather rotation. Crafted from 100% pig suede leather, it...
$69.99

Kangol Cord Hawker 8 Panel Cap

The Kangol Cord Hawker takes the classic 8-panel Hawker shape and cuts it in fine-wale corduroy, giving the cap a soft texture and an...
$74.99

More sizes available

Bigalli The Cooker Wool Felt Merino Pork Pie

The Cooker from Bigalli is the ultimate expression of timeless elegance, premium craftsmanship, and refined men’s style. Crafted from high-quality merino wool felt, this Classic...
$78.00

Bellissimo Stud Fedora - Black on Black

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$449.00

More sizes available

Bellissimo Duke Fedora - Sapphire Blue

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$351.00

More sizes available

Bellissimo Fox Two Tone Fedora - Cinnamon/Silverbelly

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$396.00

More sizes available

Bellissimo Fox Fedora - Sunset Orange

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$351.00

More sizes available

Recently Viewed Products

Still Looking For That Perfect Hat?

Best Sellers

All of our most popular styles, in one spot! If you are looking for the perfect hat, its in this collection!

Click Here for Best Sellers
×

Most Popular

Bailey of Hollywood Billy Stingy Brim

$94.99

More sizes available

Scala Grand Canyon Mesh Covered Safari Hat

$69.99

More sizes available

Bailey of Hollywood Curtis Indy Fedora

$149.99

More sizes available