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 of Hollywood Parson Panama Fedora

If you are looking for a timeless mix of Panama and Western, look no further than the Parson Panama Fedora from Bailey of Hollywood....
$224.99

More sizes available

Bailey of Hollywood Wilshire Braid Fedora

Introducing the Bailey Wilshire Fedora, a true embodiment of style and sophistication. Crafted from a blend of 50% Toyo Straw and 50% Polypropylene Straw...
$94.99

More sizes available

Bailey Mitter Cossack Center Dent Crown Topper

The Bailey Mitter is a Cossack Center Dent crown topper — a brimless silhouette that wears its personality openly. The 2-inch center dent crease...
$84.99

Bailey Hester Straw Fedora

The Bailey Hester Fedora is a warm-weather classic built from a lightweight paper and polypropylene blend straw that keeps things breathable and cool when...
$99.99

Bailey of Hollywood Draper III Fur Felt Fedora Hat

From the Est. 1922 collection, this is one of Bailey's finest hats. The Superior Fur Felt goes through a unique felting process to create...
$499.99

More sizes available

Bailey of Hollywood Lord Plaid Ivy Cap

The of high quality fabric and great fit of the Bailey of Hollywood Lord Plaid Ivy Cap gives the wearer unbeatable lightweight comfort, as...
$94.99

More sizes available

Bailey Slater Contour 5-Panel Cap

The Bailey Slater Contour 5-Panel Cap is a streamlined, low-profile cap built for all-day wear. Five-panel contour construction gives it a clean, modern silhouette...
$89.99

Bailey Tate Snap Brim Fedora

The Bailey Tate is a classic warm-weather snap brim fedora with a clean, effortless look. Crafted from 91% polypropylene and 9% polyester braid, it...
$94.99

Bailey Keats Vented Panama Hat

Meet the Bailey Keats Toquilla Palm Panama Hat — a bold reimagining of a classic form. Woven from 100% Brisa weave Toquilla palm, the...
$239.99

More sizes available

Bailey Reeder Diamond Crown Fedora

The Bailey Reeder is a masterclass in refined craftsmanship and timeless sophistication. Made in the USA from 100% wool, this hat features Bailey’s elite...
$214.99

More sizes available

Bailey Sprake Wool Felt Fedora

Introducing the Bailey Sprake, a fedora that effortlessly combines timeless style with modern sophistication. Crafted from 100% Wool Felt, this hat exudes quality and...
$179.99

More sizes available

Bailey of Hollywood Denney Teardrop Crown Fedora

The Denney from Bailey of Hollywood is a stylish, striking teardrop crown style fedora with a medium brim. It is finished with a thin...
$109.99

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

$139.99

More sizes available