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Bailey of Hollywood

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Bailey of Hollywood is renowned for their craftsmanship of exquisite hats, made of the finest fur felt, leather, straw, wool and cloth.

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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%...
$284.00

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...
$213.00

More sizes available

-37% off

Bailey of Hollywood Archer Fedora

50% Paper Straw, 50% Polypropylene Straw 1 1/2" brim Teardrop Crown
$114.00 from $71.00

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...
$227.00

Bailey of Hollywood Ice Top Hat

The Ice Top Hat hat is a great final accessory to put with your tux for a wedding or special occasion. This classic wool...
$234.00

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...
$185.00

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...
$319.00

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...
$156.00

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...
$596.00
-23% off

Bailey of Hollywood Seddon Dockman Cap

50% Wool, 50% Polyester 2" Brim 8-Panel Crown
$93.00 from $71.00

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...
$135.00

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...
$298.00

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Bailey of Hollywood Billy Stingy Brim

$135.00

Bailey of Hollywood Curtis Indy Fedora

$199.00