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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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-16% off

Bailey of Hollywood Hughey Fedora Hat

Style: Fedora Collection: Breed Material: 100% Wool Felt, 606 Finish Brim: 2 3/4" Flat Crown: Round
$119.99 from $99.95

Bailey of Hollywood Ashmore Fedora

Introducing the Ashmore Fedora from Bailey of Hollywood's Poet Collection, a sophisticated and versatile addition to your hat collection. Made in the USA from...
$129.99

Bailey of Hollywood Noclin Leather 8/4 Cap

What a great hat to wear to the golf course! This leather Noclin Ivy style hat is perfect for your sunny day out on...
$159.99
New

Bailey Idris Flat Cap

Material: Lightweight Woll and Polyester Blend Classic Flat Cap Comfort Sweatband Filly Lined  Brand: Bailey Model: Idris Style: Flat Cap
$89.99

More sizes available

New

Bailey Glazer Flat Cap

Elevate your everyday style with the Bailey Glazer Flat Cap, crafted from a premium cotton-linen blend for a lightweight and breathable feel. This sophisticated...
$89.99

More sizes available

New

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...
$224.99

More sizes available

New

Bailey Giles Multi-Tonal Panama Hat

Stand out from the crowd with the incredibly unique Bailey Giles Genuine Panama Hat.  This strikingly beautiful multi-tonal Cuenca weave Panama is meticulously handwoven...
$224.99

More sizes available

New

Bailey Saro Color Blocked Derby Crown Panama Hat

Material: 100% Toquilla Palm Straw Brim: 2 7/8" Flat Brim Crown: 4 1/2" Color Blocked Derby Crown Japanese Grosgrain Underbrim Partial Hat Band Made...
$249.99

More sizes available

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All of our most popular styles, in one spot! If you are looking for the perfect hat, its in this collection!

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Bailey of Hollywood Billy Stingy Brim

$94.99

Bailey of Hollywood Curtis Indy Fedora

$139.99