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Bailey of Hollywood Hats

Bailey® began producing fine dress headwear in 1922, priding itself on founder George Bailey’s emphasis on the importance of a professionally crafted hat. Bailey evolved from fine dress headwear to include a Western and Outdoor collection, allowing Bailey to segue into a broader market. Bailey Hats are known for the craftsmanship of their product; quality that is apparent in all styles and luxury fibers and fabrics including fur felt, leather, genuine Panama, straw, wool and cloth hats and caps.

Classic styles such as fedoras, godfathers and derby’s were engineered and popularized by Bailey Hats in the 1920’s. Bailey Hats were seen on silver screen icons like Clark Gable and Humphrey Bogart. These individually handcrafted hats last a lifetime and always carry a strong and sophisticated look. The hats are durable and most provide protection in any weather.

Staying true to our history of fine craftsmanship and detailing, the Bailey brand continues to evolve in design with industry leading innovations in hat finishes and fine trim detailing. Our ranges feature classic and contemporary styling.

With the foundation of a long and proud heritage, world-renowned quality, innovation, and fashion forward styling, Bailey Hats continues to be a leader in the western, fashion and casual men’s hat arena.

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Results returned may not be displayed in the color chosen, but are available in colors similar to your selection. *Note the color selections shown are for reference to similarity only and do not gaurantee an exact match with the product you purchase.

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Bailey Shupp - Wool Ascot Cap Bailey Shupp - Wool Ascot Cap $43.18 ($47.98) 0-2 weeks
Bailey Baxter - Cloth Fedora Hat Bailey Baxter - Cloth Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Evander - Cloth Fedora Hat Bailey Evander - Cloth Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Lord Tweed - Flat Cap Bailey Lord Tweed - Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Lord Pinstripe - Wool Flat Cap Bailey Lord Pinstripe - Wool Flat Cap $53.98 ($59.98) 0-2 weeks
Bailey Tallinn - Wool Skull Cap Bailey Tallinn - Wool Skull Cap $50.38 ($55.98) 0-2 weeks
Bailey Moab - Fur Aviator Hat Bailey Moab - Fur Aviator Hat $132.78 ($165.98) 0-2 weeks
Bailey Gelber - Flat Cap Bailey Gelber - Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Bett - Flat Cap Bailey Bett - Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Rodis - Flat Cap Bailey Rodis - Flat Cap $48.58 ($53.98) 0-2 weeks
Bailey Archer - Straw Fedora Hat Bailey Archer - Straw Fedora Hat $53.98 ($59.98) 0-2 weeks
Bailey Fernales - Straw Fedora Hat Bailey Fernales - Straw Fedora Hat $46.78 ($51.98) 0-2 weeks
Bailey Slater - Cloth Flat Cap Bailey Slater - Cloth Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Dundas - Ball Cap Bailey Dundas - Ball Cap $41.38 ($45.98) 0-2 weeks
Bailey Producer - Baseball Cap Bailey Producer - Baseball Cap $52.18 ($57.98) 0-2 weeks
Bailey Drayer - Flat Cap Bailey Drayer - Flat Cap $41.38 ($45.98) 0-2 weeks
Bailey Lazar - Leather Ivy Cap Bailey Lazar - Leather Ivy Cap $67.48 ($74.98) 0-2 weeks
Bailey Felker - Straw Fedora Hat Bailey Felker - Straw Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Ormond - Flat Cap Bailey Ormond - Flat Cap $44.98 ($49.98) 0-2 weeks
Bailey Blackburn - Straw Fedora Hat Bailey Blackburn - Straw Fedora Hat $91.78 ($107.98) 0-2 weeks
Bailey Ragnar - Straw Fedora Hat Bailey Ragnar - Straw Fedora Hat $93.48 ($109.98) 0-2 weeks
Bailey Kenrick - Wool Porkpie Hat Bailey Kenrick - Wool Porkpie Hat $97.73 ($114.98) 0-2 weeks
Bailey Birk – Soft Wool Fedora Hat Bailey Birk – Soft Wool Fedora Hat $68.83 ($80.98) 0-2 weeks
Bailey Hindsley  – Fedora Hat Bailey Hindsley – Fedora Hat $64.78 ($71.98) 0-2 weeks
Bailey Bruxelles – Skull Cap Beanie Bailey Bruxelles – Skull Cap Beanie $50.38 ($55.98) 0-2 weeks
Bailey Fitted Cap - Flat Cap Bailey Fitted Cap - Flat Cap $62.98 ($69.98) 0-2 weeks
Bailey Forset - Ivy Cap Bailey Forset - Ivy Cap $41.38 ($45.98) 0-2 weeks
Bailey Fann - Flat Cap Bailey Fann - Flat Cap $44.98 ($49.98) 0-2 weeks
Bailey Seddon – 8/4 Cap Bailey Seddon – 8/4 Cap $44.98 ($49.98) 0-2 weeks
Bailey Forset - Ivy Cap - Closeout Bailey Forset - Ivy Cap - Closeout $22.99 ($45.98) 0-2 weeks
Bailey Lamar - Porkpie - M - Closeout Bailey Lamar - Porkpie - M - Closeout $30.99 ($61.98) 0-2 weeks

Displaying 0-20 of 160 results Sort by: View: