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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.

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Bailey of Hollywood Billy Stingy Brim

Premiere hat designer Bailey of Hollywood is known for creating nostalgic yet modern looks that appeal to the modern generation of hat wearers. This...
$94.99

More sizes available

Bailey of Hollywood Curtis Indy Fedora

Our perennial best selling fall/winter hat, the Bailey Curtis Fedora is a nod to adventure and timeless style, with a silhouette reminiscent of the...
$139.99

More sizes available

Bailey of Hollywood Crushable Litefelt Fedora

Find iconic style with the Bailey of Hollywood Crushable Litefelt Teardrop Fedora that sports a 2-3/4 inch snap brim, removable feather, and wide Japanese...
from $139.99

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Bailey of Hollywood Tino Crushable Fedora

Consistently one of the best selling hats here at Fedoras.com, the Bailey of Hollywood Tino Crushable Fedora's durability and style is sure to exceed...
$139.99

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Bailey Berle Stingy Brim Fedora

Elevate your style with the Berle stingy brim fedora by Bailey. Crafted from crochet braided Toyo straw, this hat showcases a 4" vented center...
$114.99

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Bailey of Hollywood Mannes Stingy Brim Fedora

This fedora from Bailey of Hollywood completes a look that's both retro and contemporary, fulfilling the style needs of the modern hat aficionado while...
$94.99

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Bailey of Hollywood Waits Braided Pork Pie

Introducing the Bailey Waits Pork Pie Hat, a true masterpiece of style and craftsmanship. This hat is crafted from a unique braided blend of...
$109.99

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Bailey of Hollywood Gangster Wool Felt Capone Style

Channel the mafia's glory days with this Capone-style felt dress hat. You'll feel like a prohibition-era lawbreaker with the hat's 2 1/2-inch snap brim,...
$174.99

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Bailey of Hollywood Salem Summer Braid Fedora

The Bailey of Hollywood Salem Summer Braid fedora features a breathable Toyo paper straw braid to make it the perfect warm weather hat. Besides...
$94.99

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Bailey of Hollywood Darron LiteFelt Pork Pie

Love a modern twist on a classic style? The Darron Litefelt combines a contemporary telescope crown and stingy brim with a traditional pork pie...
$139.99

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Bailey of Hollywood Mannesroe Fedora

The Bailey of Hollywood Mannesroe is one of our most popular spring/summer fedoras. It has a bold, stylish look that is perfect for a...
$94.99

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Bailey of Hollywood Cutler Panama Straw Hat

Imagine yourself sitting under a palm tree, drink in hand, wearing this Panama straw fedora. The Cutler combines fashion and function with sun protective...
$219.99

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Bailey of Hollywood Godfather Wool Felt Homburg

Channel the style of Don Vito Corleone with the Bailey of Hollywood Godfather Wool Felt Homburg. This fedora features a 2 3/4-inch rolled bound...
$174.99

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Bailey of Hollywood Blixen Litefelt Fedora

The Bailey of Hollywood Blixen Litefelt Fedora is a timeless choice for those looking for their next favorite hat. This fedora is made of...
$139.99

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Bailey of Hollywood Dalton Fabric Safari

Your adventure awaits with the water resistant Dalton Safarii Hat from Bailey of Hollywood. This fedora will keep you comfortable with ventilating eyelets and...
$89.99

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Bailey of Hollywood Derby Wool Bowler

If you're looking for a classy and timeless hat that's steeped in tradition, then the Bailey of Hollywood Derby Wool Bowler is for you....
$179.99

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Most Popular

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

$139.99

More sizes available