Free shipping on US orders over $99

×

Bailey of Hollywood

Shop Bailey hats for men and women at Fedoras.com. Since 1922, Bailey of Hollywood has crafted hats with West Coast style and old-world quality. Our Bailey collection spans fedoras, flat caps, pork pies, Panama hats, and western styles in premium wool felt, fur felt, and straw. Looking for Bailey western hats? See our Bailey Western collection, or browse all hat brands.

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

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,...
$295.00

More sizes available

Bailey Phineas Panama Hat

Introducing the Bailey Phineas Panama Hat, a true masterpiece crafted from 100% Cuenca woven toquilla palm straw. Handwoven in Ecuador (as all genuine Panama...
$316.00

More sizes available

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...
$197.00

More sizes available

Bailey Lyle Contour 5-Panel Flat Cap

The Bailey Lyle is a contour flat cap built from five stitched panels that curve naturally to the shape of your head — no...
$127.00

Bailey Cresskill Panama Hat

The Bailey Cresskill brings old-world craftsmanship into the modern wardrobe. Hand-woven from 100% sisal straw, it offers a firmer, more structured weave than paper...
$239.00

Bailey of Hollywood Derian Fedora

The Bailey Derian brings serious weather-resistance to a hat that looks anything but rugged. Built with Bailey's Raindura® finish — a revolutionary thermosetting yarn...
$190.00

Bailey Stansfield Panama Hat

The Bailey Stansfield is a handwoven genuine Panama, handmade in Ecuador in a Brisa weave. It pairs a 3¾" teardrop crown with a 2½"...
$309.00

Bailey Horan Panama Hat

The Bailey Horan is an authentic genuine Panama hat with timeless appeal. Crafted from 100% Toquilla Palm in a fine Brisa weave and hand-blocked...
$351.00

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

$134.00

More sizes available

Scala Grand Canyon Mesh Covered Safari Hat

$99.00

More sizes available

Bailey of Hollywood Curtis Indy Fedora

$197.00

More sizes available