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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 Hurtle Genuine Panama Hat

Elevate your summer style with the Bailey Hurtle Panama hat, expertly handcrafted in the USA from 100% Toquilla palm straw. Boasting a sleek design...
$322.00

More sizes available

Bailey Melton Seagrass Gambler

Elevate your style with the Bailey Melton Gambler, where classic design meets eco-conscious craftsmanship. The Melton is made from 100% natural seagrass, a sustainable...
$215.00

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Bailey of Hollywood Roll Up II Panama Fedora Hat

This classic Panama straw hat is expertly woven in Ecuador in a fine Brisa weave that allows for the hat to be rolled and...
$358.00

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Bailey of Hollywood Taxten Leather Cap

The Taxten Leather Cap would look great on you while riding your motorcycle out on the open road. The distressed look of the hat...
$222.00

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Bailey Winters Center Dent Fedora

Elevate your style with the Bailey Winters Fedora, a true embodiment of American craftsmanship and timeless sophistication. This hat is expertly crafted from 100%...
$287.00

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Bailey Jackman Travel Roll Up Fedora

No matter where your travels may take you, be sure to bring a versatile and stylish hat for your journey. From the Bailey Poet...
$229.00

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Bailey of Hollywood Wool Jett Porkpie

Take a step into the mid-19th century with this classically-styled hat. You don't have to be a jazz musician to enjoy and take advantage...
$244.00

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Bailey Cuban Genuine Panama Hat

The Bailey Cuban Panama Hat blends timeless craftsmanship with refined summer style. Meticulously handwoven in Ecuador from 100% Brisa-woven Toquilla palm and blocked and...
$315.00

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Bailey of Hollywood Lazar Leather 5 Panel Cap

Elevate your style with the Bailey Lazar Leather Ivy Cap. Crafted from premium burnished lambskin leather, this hat exudes sophistication and timeless appeal. The...
$187.00

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Bailey Balans Roll Up Fedora

Introducing the Bailey Balans Roll Up Fedora, a versatile and travel-friendly hat for the modern adventurer. Crafted from a blended braid straw, this hat...
$158.00

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Bailey of Hollywood Tasmin Panama Fedora

If you are looking for a hat to help you stand out from the crowd, look no further than the Tasmin from Bailey of...
$315.00

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Bailey of Hollywood Chaplin Straw Bowler Hat

The Bailey of Hollywood Chaplin is an innovative mix of a classic bowler styling in a genuine Panama straw fabrication. The hat body is...
$301.00

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Bailey of Hollywood Perry Lanolux Fedora

If you're looking for a classic fedora reminiscent of Old Hollywood, you're in the right place. Made of 100% virgin wool and featuring a...
$265.00

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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....
$322.00

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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...
$136.00

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Bailey of Hollywood Blackburn Litestraw® Panama Fedora

Introducing the perfect summer accessory – the Bailey Blackburn Panama Fedora! Crafted from 100% Shantung Litestraw, this hat features a 2 7/8" Pre-Snap Brim...
$272.00

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Bailey of Hollywood Billy Stingy Brim

$136.00

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Scala Grand Canyon Mesh Covered Safari Hat

$101.00

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Bailey of Hollywood Curtis Indy Fedora

$201.00

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