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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 Dean - Soft Wool Felt Fedora Hat Bailey Dean - Soft Wool Felt Fedora Hat $80.73 ($94.98) 0-2 weeks
Bailey Delbert - Wool Fedora Hat Bailey Delbert - Wool Fedora Hat $98.58 ($115.98) 0-2 weeks
Bailey Derby - Wool Derby Hat Bailey Derby - Wool Derby Hat $67.13 ($78.98) 0-2 weeks
Bailey Dewey -  Mens Flat Cap Bailey Dewey - Mens Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Donal -  Mens Wool Fedora Hat Bailey Donal - Mens Wool Fedora Hat $55.78 ($61.98) 0-2 weeks
Bailey Dorsan - Ball Cap Bailey Dorsan - Ball Cap $41.38 ($45.98) 0-2 weeks
Bailey Dorsey - Leather Aviator Bailey Dorsey - Leather Aviator $143.98 ($179.98) 0-2 weeks
Bailey Draper II - Fur Fedora Hat Bailey Draper II - Fur Fedora Hat $219.98 ($274.98) 0-2 weeks
Bailey Drayer - Flat Cap Bailey Drayer - Flat Cap $41.38 ($45.98) 0-2 weeks
Bailey Duffy - Fur Fedora Hat Bailey Duffy - Fur Fedora Hat $212.78 ($265.98) 0-2 weeks
Bailey Dundas - Ball Cap Bailey Dundas - Ball Cap $41.38 ($45.98) 0-2 weeks
Bailey Durward - Wool Flat Cap Bailey Durward - Wool Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Edsel - Fur Fedora Hat Bailey Edsel - Fur Fedora Hat $212.78 ($265.98) 0-2 weeks
Bailey Egan - Flat Cap Bailey Egan - Flat Cap $52.18 ($57.98) 0-2 weeks
Bailey Eldon -  Mens Flat Cap Bailey Eldon - Mens Flat Cap $55.78 ($61.98) 0-2 weeks
Bailey Elliott - Straw Fedora Hat Bailey Elliott - Straw Fedora Hat $49.48 ($54.98) 0-2 weeks
Bailey Elwin - Pull-On Beanie Bailey Elwin - Pull-On Beanie $37.78 ($41.98) 0-2 weeks
Bailey Endell - Wool Flat Cap Bailey Endell - Wool Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey English Derby - Mens Derby Hat Bailey English Derby - Mens Derby Hat $151.98 ($189.98) 0-2 weeks
Bailey Evans - Soft Wool Fedora Hat Bailey Evans - Soft Wool Fedora Hat $73.08 ($85.98) 0-2 weeks
Bailey Evert - Wool Flat Cap Bailey Evert - Wool Flat Cap $44.98 ($49.98) 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 Firmin - Straw Fedora Hat Bailey Firmin - Straw Fedora Hat $66.58 ($73.98) 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 Tweed - Wool Flat Cap Bailey Galvin Tweed - Wool Flat Cap $59.38 ($65.98) 0-2 weeks
Bailey Galvin Wool - Wool Flat Cap Bailey Galvin Wool - Wool Flat Cap $58.48 ($64.98) 0-2 weeks
Bailey Gangster - Wool Fedora Hat Bailey Gangster - Wool Fedora Hat $66.28 ($77.98) 0-2 weeks
Bailey Gaston - Soft Wool Fedora Hat Bailey Gaston - Soft Wool Fedora Hat $69.68 ($81.98) 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 $67.98 ($79.98) 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

Displaying 0-20 of 186 results Sort by: View: