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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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Bailey Director - Baseball Cap Bailey Director - Baseball Cap $46.78 ($51.98) 0-2 weeks
Bailey Drayer - Flat Cap Bailey Drayer - Flat Cap $41.38 ($45.98) 0-2 weeks
Bailey Dundas - Ball Cap Bailey Dundas - Ball Cap $41.38 ($45.98) 0-2 weeks
Bailey Egan - Flat Cap Bailey Egan - Flat Cap $52.18 ($57.98) 0-2 weeks
Bailey Elliott - Straw Fedora Hat Bailey Elliott - Straw Fedora Hat $49.48 ($54.98) 0-2 weeks
Bailey Endell - Flat Cap Bailey Endell - Flat Cap $48.58 ($53.98) 0-2 weeks
Bailey Evander - Cloth Fedora Hat Bailey Evander - Cloth Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Fann - Flat Cap Bailey Fann - Flat Cap $44.98 ($49.98) 0-2 weeks
Bailey Felker - Straw Fedora Hat Bailey Felker - Straw Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Fernales - Straw Fedora Hat Bailey Fernales - Straw Fedora Hat $46.78 ($51.98) 0-2 weeks
Bailey Finn - Genuine Panama Straw Hat Bailey Finn - Genuine Panama Straw Hat $90.08 ($105.98) 0-2 weeks
Bailey Firmin - Straw Fedora Hat Bailey Firmin - Straw Fedora Hat $66.58 ($73.98) 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 Forset - Ivy Cap - Closeout Bailey Forset - Ivy Cap - Closeout $22.99 ($45.98) 0-2 weeks
Bailey Galvin Wool - 8/4 Cap Bailey Galvin Wool - 8/4 Cap $59.38 ($65.98) 0-2 weeks
Bailey Gangster - Wool Fedora Hat Bailey Gangster - Wool Fedora Hat $64.58 ($75.98) 0-2 weeks
Bailey Gelber - Flat Cap Bailey Gelber - Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Godfather -  Wool Fedora Hat Bailey Godfather - Wool Fedora Hat $64.58 ($75.98) 0-2 weeks
Bailey Gorman - Straw Fedora Hat Bailey Gorman - Straw Fedora Hat $49.48 ($54.98) 0-2 weeks
Bailey Graham - Cloth Flat Cap Bailey Graham - Cloth Flat Cap $37.78 ($41.98) 0-2 weeks
Bailey Granard - Leather Aviator Cap Bailey Granard - Leather Aviator Cap $127.98 ($159.98) 0-2 weeks
Bailey Greyson - Straw Fedora Hat Bailey Greyson - Straw Fedora Hat $52.18 ($57.98) 0-2 weeks
Bailey Hallam – Leather Ivy Cap Bailey Hallam – Leather Ivy Cap $84.98 ($99.98) 0-2 weeks
Bailey Hansler - Flat Cap Bailey Hansler - Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Harker - Wool Derby Hat Bailey Harker - Wool Derby Hat $69.68 ($81.98) 0-2 weeks
Bailey Harston - Cloth Flat Cap Bailey Harston - Cloth Flat Cap $39.58 ($43.98) 0-2 weeks
Bailey Hayward - Straw Porkpie Hat Bailey Hayward - Straw Porkpie Hat $100.78 ($125.98) 0-2 weeks
Bailey Hindsley  – Fedora Hat Bailey Hindsley – Fedora Hat $64.78 ($71.98) 0-2 weeks
Bailey Hinton - Flat Cap - Closeout Bailey Hinton - Flat Cap - Closeout $21.99 ($43.98) 0-2 weeks
Bailey Ice - Wool Top Hat Bailey Ice - Wool Top Hat $64.58 ($75.98) 0-2 weeks

Displaying 0-20 of 164 results Sort by: View: