Shop By Hat Style
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Bailey of Hollywood Sydney Fedora
More Colors Available$159.99The Bailey of Hollywood Sydney Fedora hat's versatility makes it perfect for both casual and formal wear in those warm summer months. Handwoven with the utmost in quality, this Made in America hat mak... -
Bailey of Hollywood Cutler Panama Straw Hat
$149.99Imagine yourself sitting under a palm tree, drink in hand, wearing this Panama straw fedora. The Cutler combines fashion and function with sun protective properties and a UPF of 50+. A 2-7/8-inch snap... -
Bailey of Hollywood Vega Leather and Fur Trapper
More Colors Available$139.99Take the chill out of winter with our Bailey of Hollywood Vega Leather and Fur Trapper. If your looking for that classic aviator look in your winter hat, or just for the stylish warmth of faux fur ear...
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Bailey of Hollywood Lord Herringbone Ivy Cap
More Colors Available$84.99This Ivy cap is Italian made for true authenticity. Fit the part, look great and stay warm in this great cap that comes in Black or Brown Tweed Wool. You will look great while out on the town, out for... -
Bailey of Hollywood Lord Nailhead Ivy Cap
More Colors AvailableRegular Price: $84.99
Special Price $79.99
You're ready for any situation, you've got you're "A" game ready. Now you just need a hat to complete the look. This classic style hat that provides Italian made comfort and durability with warmth an... -
Bailey of Hollywood Cashmere Ivy Cap
More Colors Available$95.00This Bailey of Hollywood Ivy style hat is made of Italian cashmere. Up your style standards by donning this luxe and warm cap, with the signature Bailey of Hollywood logo pin. You will never want to t...
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Bailey of Hollywood Salem Summer Braid Fedora
More Colors Available$64.99The Bailey of Hollywood Salem Summer Braid fedora features a breathable Toyo paper straw braid to make it the perfect warm weather hat. Besides the ideal craftsmanship of the Bailey hat company, the... -
Bailey Elliott Straw Fedora
More Colors Available$64.99The Elliot is light and airy which is perfect for summer days on the beach or just hanging out with good company. It carries a great straw weave and an extra perfect touch with the dark brown headband... -
Bailey of Hollywood Guthrie Shantung Litestraw
More Colors Available$129.99Perfect for a summer afternoon sipping iced tea on a wraparound porch. The Bailey of Hollywood Guthrie Shantung Litestraw fedora features a fine and smooth straw braid that is soft and flexible. It h...
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Bailey of Hollywood Yates LiteFelt® Fedora
More Colors Available$94.99The Yates Fedora is made by the iconic Bailey of Hollywood brand, right here in America. This dapper hat has a packable and water repellant design so you can wear hassle free. The LiteFelt® wool desi... -
Bailey of Hollywood Poet Collection Jackman Fedora
More Colors Available$109.99No matter where your travels may take you, be sure to bring a versatile and stylish hat for your journey. From the Bailey Poet Travel Collection, our Jackman Fedora has great features for traveling, i... -
Bailey of Hollywood Blackburn Litestraw® Fedora
$129.99- 100% Shantung Litestraw
- 2 7/8" Brim
- Grad Crown
- Water Repellant
- Made in the USA
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Bailey of Hollywood Hanson Litestraw® Fedora
More Colors Available$119.99- 100% Shantung Litestraw
- 2 1/2" Brim
- Center Dent Crown
- Water Repellant
- Made in the USA
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Bailey of Hollywood Mannesroe Fedora
More Colors Available$64.99- 100% Polypropylene Straw
- 2" Brim
- Center Dent Crown
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Bailey of Hollywood Wilshire Braid Fedora
More Colors Available$74.99- 50% Paper Straw, 50% Polypropylene Straw
- 1 7/8" brim
- Teardrop Crown
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Bailey of Hollywood Archer Fedora
More Colors Available$74.99- 50% Paper Straw, 50% Polypropylene Straw
- 1 1/2" brim
- Teardrop Crown
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Bailey of Hollywood Seddon Dockman Cap
More Colors Available$63.00- 50% Wool, 50% Polyester
- 2" Brim
- 8-Panel Crown
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Bailey of Hollywood Antone Fur Felt Fedora
$325.00- Fedora Shape
- 100% Beaver / Rabbit Fur Felt Blend
- 2 3/4" Brim
- Open Crown - Moldable to Your Preferred Crease
- Made in the USA
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Bailey of Hollywood Obie Wool Fedora
$110.00- Fedora Shape
- 100% Wool
- 2 1/2" Stitched Turn Down Brim
- Low Profile Pinch Front
- Leather hatband.
- Packable
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Bailey of Hollywood Briles Fedora
More Colors Available$134.99- Style: Fedora
- Collection: Breed
- Material: Wool
- Brim: 2 1/2"
- Crown: Moldable
- Water Resistant
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Bailey of Hollywood Curtis Indy Fedora
More Colors Available$94.99For a great looking silhouette, there is nothing classier than a hat made by Bailey of Hollywood. This Bailey Curtis Fedora is in the Litefelt line, which combines traditional artisanship with moder...
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Bailey of Hollywood Roll Up II Panama Fedora Hat
$229.99This classic Panama straw hat is expertly woven in Ecuador in a fine Brisa weave that allows for the hat to be rolled and packed. This extremely travel friendly versatile style will be something you w... -
Bailey of Hollywood Pierpont Litefelt® Packable Fedora Hat
More Colors Available$89.95- Style: Fedora
- Material: 100% Sisal LiteStraw®
- Brim: 2 1/4"
- Crown: Tear Drop
- Made in the USA
- Water Resistant
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Bailey of Hollywood Riff LiteFelt Wool Fedora
More Colors Available$124.99The Bailey of Hollywood Riff Wool Fedora is elegant, classy, and versatile, accentuating many styles. The Riff features beautiful LiteFelt polished wool that is water repellent and finished with a lux...