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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 Curtis Sun Raindura Fedora

The Bailey Curtis Indy is our best-selling fall/winter fedora — a bold, adventure-ready hat with an unmistakable silhouette. The Curtis Sun keeps every bit...
$149.99

Bailey Riggs Stingy Snap Brim Trilby

The Bailey Riggs is a sharp snap-brim Trilby that earns its keep across the warmer months. Built from a space-dyed paper-polyester blend, it delivers...
$94.99

Bailey Idris Flat Cap

Elevate your wardrobe with the Bailey Idris Flat Cap, a quintessential accessory that seamlessly blends classic style with modern comfort. Crafted from a lightweight...
$89.99

More sizes available

Bailey Moren Cattleman Crown Panama Hat

Presenting the Bailey Moren Panama Hat, meticulously handwoven in Ecuador from 100% Toquilla Palm. With its distinctive Cuenca weave, this genuine Panama boasts a...
$249.99

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Bailey Salter Premium Panama Hat

Elevate your style with the Bailey Salter Premium Panama Hat, a true embodiment of craftsmanship and sophistication. Handwoven in Ecuador (as all genuine Panama...
$374.99

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Bailey Emil Panama Fedora

Introducing the Bailey Emil Panama Fedora, a true testament to exceptional craftsmanship and timeless style.   Handcrafted in Ecuador (as all true Panama hats...
$224.99

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Bailey of Hollywood Lord Wool Solid Ivy Cap

Try out this solid color wool cap that will fit any style or mood you have to throw at it. The Bailey of Hollywood...
$94.99

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Bailey Hooper Paper Braid Trilby

The Bailey Hooper brings warm-weather trilby style to life with a fine Toyolene braid — a soft, gradient-patterned paper-and-polypropylene weave that keeps things cool...
$89.99

Bailey Fedora Sun Raindura Fedora

The Bailey Fedora is a classic among classics — a bold silhouette that's been turning heads for decades. The Fedora Sun reimagines it for...
$149.99

Bailey Mykel Stingy Brim Pork Pie

The Bailey Mykel brings a relaxed, everyday energy to a classic straw braid silhouette. Built around a bold 4-inch Telescope crown and a 1-5/8"...
$94.99

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Bailey Bran Raindura Fedora

Step out in style, no matter the weather, with the Bailey Bran Raindura Fedora. Woven from Bailey's Raindura® finish — a thermosetting yarn hand-woven...
$174.99

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Bailey Trappe Vented Panama Hat

Experience the art of fine hat-making with the Bailey Trappe Toquilla Palm Panama Hat. Woven from 100% Brisa weave Toquilla palm, this distinguished Panama...
$249.99

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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

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Bailey Rene Toquilla Straw Panama Hat

Introducing the epitome of summer sophistication, the Bailey Rene Panama Hat. Crafted from 100% premium Toquilla Palm straw, this hat boasts a sleek 2...
$249.99

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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

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