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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 Angstrom - Straw Fedora Hat Bailey Angstrom - Straw Fedora Hat $84.13 ($98.98) 0-2 weeks
Bailey Arch - Straw Fedora Hat Bailey Arch - Straw Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Archer - Straw Fedora Hat Bailey Archer - Straw Fedora Hat $53.98 ($59.98) 0-2 weeks
Bailey Arkin - Straw Fedora Hat Bailey Arkin - Straw Fedora Hat $91.78 ($107.98) 0-2 weeks
Bailey Arthur - Wool Fedora Hat Bailey Arthur - Wool Fedora Hat $98.58 ($115.98) 0-2 weeks
Bailey Artis - Wool Fedora Hat Bailey Artis - Wool Fedora Hat $97.73 ($114.98) 0-2 weeks
Bailey Arvid - Mens Wool Porkpie Hat Bailey Arvid - Mens Wool Porkpie Hat $48.58 ($53.98) 0-2 weeks
Bailey Barr - Wool Fedora Hat Bailey Barr - Wool Fedora Hat $84.13 ($98.98) 0-2 weeks
Bailey Basil - Soft Wool Fedora Hat Bailey Basil - Soft Wool Fedora Hat $83.28 ($97.98) 0-2 weeks
Bailey Baxter - Cloth Fedora Hat Bailey Baxter - Cloth Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Bellamy - Wool Aviator Cap Bailey Bellamy - Wool Aviator Cap $64.58 ($75.98) 0-2 weeks
Bailey Bendrix - Straw Fedora Hat Bailey Bendrix - Straw Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Benny - Wool Fedora Hat Bailey Benny - Wool Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Bett - Flat Cap Bailey Bett - Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Billy - Straw Fedora Hat Bailey Billy - Straw Fedora Hat $49.48 ($54.98) 0-2 weeks
Bailey Birk – Soft Wool Fedora Hat Bailey Birk – Soft Wool Fedora Hat $68.83 ($80.98) 0-2 weeks
Bailey Brandt - Wool Fedora Hat Bailey Brandt - Wool Fedora Hat $92.63 ($108.98) 0-2 weeks
Bailey Brooks - Straw Fedora Hat Bailey Brooks - Straw Fedora Hat $93.48 ($109.98) 0-2 weeks
Bailey Callow – Ball Cap Bailey Callow – Ball Cap $50.38 ($55.98) 0-2 weeks
Bailey Castro - Cloth Fedora Hat Bailey Castro - Cloth Fedora Hat $56.68 ($62.98) 0-2 weeks
Bailey Cavell - Soft Wool Felt Fedora Hat Bailey Cavell - Soft Wool Felt Fedora Hat $93.48 ($109.98) 0-2 weeks
Bailey Cloyd - Mens Wool Fedora Hat Bailey Cloyd - Mens Wool Fedora Hat $48.58 ($53.98) 0-2 weeks
Bailey Cole - Flat Cap Bailey Cole - Flat Cap $64.58 ($75.98) 0-2 weeks
Bailey Compson - Straw Fedora Hat Bailey Compson - Straw Fedora Hat $80.73 ($94.98) 0-2 weeks
Bailey Copeland - Flat Cap Bailey Copeland - Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Curtis - Soft Wool Fedora Hat Bailey Curtis - Soft Wool Fedora Hat $62.98 ($69.98) 0-2 weeks
Bailey Cutler - Straw Outback Hat Bailey Cutler - Straw Outback Hat $97.73 ($114.98) 0-2 weeks
Bailey Dalton - Outdoorsman Hat Bailey Dalton - Outdoorsman Hat $44.98 ($49.98) 0-2 weeks
Bailey Darron - Soft Wool Porkpie Hat Bailey Darron - Soft Wool Porkpie Hat $63.98 ($68.98) 0-2 weeks
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

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