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 Brandt Lanolux
More Colors Available$129.99Do you love the finer things in life? Then the Bailey of Hollywood Lanolux Brandt is for you! Made from 100% virgin wool, this pinch-front fedora has a soft fur-felt touch. With a two-tone leather ban... -
Bailey of Hollywood Gangster Wool Felt Capone Style
More Colors AvailableRegular Price: $109.99
Special Price $104.99
Channel the mafia's glory days with this Capone-style felt dress hat. You'll feel like a prohibition-era lawbreaker with the hat's 2 1/2-inch snap brim, 5-inch crown, raw edge, feather accent, and wid...
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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... -
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 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...
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Bailey of Hollywood Wynn Litefelt Fedora
More Colors Available$89.99The Bailey of Hollywood Wynn LiteFelt Fedora hat comes in a variety of colors and is made with quality in mind. A contoured shape and pre-snap brim characterize Bailey's signature Litefelt wool materi... -
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 Draper III Fur Felt Fedora Hat
More Colors Available$339.99From the Est. 1922 collection, this is one of Bailey's finest hats. The Superior Fur Felt goes through a unique felting process to create an ultra thin felt of the highest quality. ...
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Bailey of Hollywood Atmore Crushable Wool Felt Fedora Hat
$114.99The Poet collection was inspired by the ruggedness, courage and fortitude that shaped the old American West, as well as its style. 100% LiteFelt Wool Felt ... -
Bailey of Hollywood Hughey Fedora Hat
More Colors Available$119.95- Style: Fedora
- Collection: Breed
- Material: 100% Wool Felt, 606 Finish
- Brim: 2 3/4" Flat
- Crown: Round
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Bailey of Hollywood Doty Western Cowboy Hat
More Colors Available$119.99- Style: Western / Cowboy
- Collection: Poet
- Material: 100% Wool Felt, 606 Finish
- Brim: 2 1/2" Slight Turn Up
- Crown: Cattleman
- Made in the USA
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Bailey of Hollywood Colver Fedora Hat
More Colors Available$149.99The Bailey of Hollywood Colver Fedora, from Bailey's Poet Collection, is made of beautiful, luxurious 100% wool felt in Bailey's Elite Stiffended Finish hat body, including a raised front te... -
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... -
Bailey of Hollywood Tino Crushable Fedora
More Colors Available$99.99Consistently one of the best selling hats here at Fedoras.com, the Bailey of Hollywood Tino Crushable Fedora's durability and style is sure to exceed your highest expectations. Not only is it stylisti...
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Bailey of Hollywood Briar LiteFelt Hat
More Colors Available$99.99You never know what life will throw at you, but with this Bailey original you will be ready for anything. Since it's a jungle out there, tackle all that life throws your way with the Briar Bailey of H... -
Bailey of Hollywood Crushable Litefelt Fedora
More Colors Available$99.99Find iconic style with the Bailey of Hollywood Crushable Litefelt Teardrop Fedora that sports a 2-3/4 inch snap brim and wide grosgrain band. Plus, with a water-resistant, 100% wool felt exterior and ... -
Bailey of Hollywood Blixen Litefelt Fedora
More Colors Available$99.99The Bailey of Hollywood Blixen Litefelt Fedora is a timeless choice for those looking for their next favorite hat. This fedora is made of Bailey's revolutionary Litefelt wool that is both waterproof a...
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Bailey of Hollywood Mannes Stingy Brim Fedora
More Colors Available$69.99This fedora from Bailey of Hollywood completes a look that's both retro and contemporary, fulfilling the style needs of the modern hat aficionado while remaining comfortable and lightweight. With the ... -
Bailey of Hollywood Brooks Panama
More Colors Available$154.99Be a modern traveler with the Bailey of Hollywood Brooks Panama Hat. This classic genuine Panama is a summer wardrobe staple. The teardrop crown and down brim will provide you with sun prote... -
Bailey of Hollywood Giger Panama Fedora
More Colors Available$164.99With it's custom plaid-effect weave, the Giger Panama Fedora from Bailey of Hollywood is sure to be an eye catcher! It's a genuine Panama, hand woven in Ecuador and completed in the U.S.A. where it is...
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Bailey of Hollywood Billy Stingy Brim
More Colors Available$64.99Premiere hat designer Bailey of Hollywood is known for creating nostalgic yet modern looks that appeal to the modern generation of hat wearers. This Billy Stingy Brim hat in the trilby fedora style wi... -
Bailey of Hollywood Thurman Straw Panama Fedora
More Colors Available$154.99The Thurman from Bailey of Hollywood is a classic genuine panama that is a summer wardrobe staple! The medium snap brim can be worn up or down and will provide you with sun protection for years to com... -
Bailey Piston Wool Felt Wide Brim Fedora
More Colors Available$64.99The Piston fedora by Bailey of Hollywood is made of soft, luxurious wool felt and features a wide 3 1/4" brim and 4 1/2" teardrop crown. The Piston's look manages to be both casual and stylish, making...