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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 Dalton - Outdoorsman Hat Bailey Dalton - Outdoorsman Hat $44.98 ($49.98) 0-2 weeks
Bailey New Yorker - Wool Fedora Hat Bailey New Yorker - Wool Fedora Hat $66.28 ($77.98) 0-2 weeks
Bailey Spencer - Straw Fedora Hat Bailey Spencer - Straw Fedora Hat $55.78 ($61.98) 0-2 weeks
Bailey Roll Up - Straw Fedora Hat Bailey Roll Up - Straw Fedora Hat $93.48 ($109.98) 0-2 weeks
Bailey Darron - Soft Wool Porkpie Hat Bailey Darron - Soft Wool Porkpie Hat $63.98 ($68.98) 0-2 weeks
Bailey Wynn - Soft Wool Felt Fedora Hat Bailey Wynn - Soft Wool Felt Fedora Hat $61.18 ($67.98) 0-2 weeks
Bailey Tennessee - Straw Fedora Hat Bailey Tennessee - Straw Fedora Hat $52.18 ($57.98) 0-2 weeks
Bailey Zanzibar - Straw Fedora Hat Bailey Zanzibar - Straw Fedora Hat $69.68 ($81.98) 0-2 weeks
Bailey Firmin - Straw Fedora Hat Bailey Firmin - Straw Fedora Hat $66.58 ($73.98) 0-2 weeks
Bailey Angstrom - Straw Fedora Hat Bailey Angstrom - Straw Fedora Hat $84.13 ($98.98) 0-2 weeks
Bailey Nichols - Straw Outdoorsman Hat Bailey Nichols - Straw Outdoorsman 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 Stuntsman – Ball Cap Bailey Stuntsman – Ball Cap $40.48 ($44.98) 0-2 weeks
Bailey Mason - Genuine Panama Straw Hat Bailey Mason - Genuine Panama Straw Hat $116.00 ($145.00) 0-2 weeks
Bailey Porter - Straw Fedora Hat Bailey Porter - Straw Fedora Hat $97.73 ($114.98) 0-2 weeks
Bailey Niven - Straw Fedora Hat Bailey Niven - Straw Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Herbert - Wool Fedora Hat Bailey Herbert - Wool Fedora Hat $101.98 ($119.98) 0-2 weeks
Bailey Elliott - Straw Fedora Hat Bailey Elliott - Straw Fedora Hat $49.48 ($54.98) 0-2 weeks
Bailey Leander - Cloth Flat Cap Bailey Leander - Cloth Flat Cap $52.18 ($57.98) 0-2 weeks
Bailey Callow – Ball Cap Bailey Callow – Ball Cap $50.38 ($55.98) 0-2 weeks
Bailey Lamar - Porkpie Bailey Lamar - Porkpie $55.78 ($61.98) 0-2 weeks
Bailey Verden - Leather Aviator Cap Bailey Verden - Leather Aviator Cap $127.98 ($159.98) 0-2 weeks
Bailey Copeland - Flat Cap Bailey Copeland - Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Kelmscott – Leather Aviator Cap Bailey Kelmscott – Leather Aviator Cap $136.78 ($170.98) 0-2 weeks
Bailey Cloyd - Mens Wool Fedora Hat Bailey Cloyd - Mens Wool Fedora Hat $48.58 ($53.98) 0-2 weeks
Bailey Mannesroe - Straw Fedora Hat Bailey Mannesroe - Straw Fedora Hat $49.48 ($54.98) 0-2 weeks
Bailey Benny - Wool Fedora Hat Bailey Benny - Wool Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Brandt - Wool Fedora Hat Bailey Brandt - Wool Fedora Hat $92.63 ($108.98) 0-2 weeks
Bailey Rumsen - Leather Aviator Cap Bailey Rumsen - Leather Aviator Cap $136.00 ($170.00) 0-2 weeks
Bailey Vedder - Leather Aviator Cap Bailey Vedder - Leather Aviator Cap $136.00 ($170.00) 0-2 weeks
Bailey Vega - Leather Aviator Cap Bailey Vega - Leather Aviator Cap $83.28 ($97.98) 0-2 weeks

Displaying 0-20 of 169 results Sort by: View: