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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 Claud -  Mens Flat Cap Bailey Claud - Mens Flat Cap $55.78 ($61.98) 0-2 weeks
Bailey Hollis -  Soft Wool Derby Hat Bailey Hollis - Soft Wool Derby Hat $66.28 ($77.98) 0-2 weeks
Bailey Hayward - Straw Porkpie Hat Bailey Hayward - Straw Porkpie Hat $100.78 ($125.98) 0-2 weeks
Bailey Spivy - Wool Porkpie Hat Bailey Spivy - Wool Porkpie Hat $63.88 ($70.98) 0-2 weeks
Bailey Mollien - Soft Wool Fedora Hat Bailey Mollien - Soft Wool Fedora Hat $50.38 ($55.98) 0-2 weeks
Bailey Dewey -  Mens Flat Cap Bailey Dewey - Mens Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Sheldon -  Wool Flat Cap Bailey Sheldon - Wool Flat Cap $55.78 ($61.98) 0-2 weeks
Bailey Paley - Straw Fedora Hat Bailey Paley - Straw Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Mahlon - Leather Bucket Hat Bailey Mahlon - Leather Bucket Hat $100.78 ($125.98) 0-2 weeks
Bailey Bendrix - Straw Fedora Hat Bailey Bendrix - Straw Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Jimson - Straw Fedora Hat Bailey Jimson - Straw Fedora Hat $97.73 ($114.98) 0-2 weeks
Bailey Draper II - Fur Fedora Hat Bailey Draper II - Fur Fedora Hat $219.98 ($274.98) 0-2 weeks
Bailey Landis - Fur Fedora Hat Bailey Landis - Fur Fedora Hat $180.78 ($225.98) 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 Riff - Soft Wool Felt Fedora Hat Bailey Riff - Soft Wool Felt Fedora Hat $84.13 ($98.98) 0-2 weeks
Bailey Harker - Wool Derby Hat Bailey Harker - Wool Derby Hat $73.08 ($85.98) 0-2 weeks
Bailey Baxter - Cloth Fedora Hat Bailey Baxter - Cloth Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Castro - Cloth Fedora Hat Bailey Castro - Cloth Fedora Hat $56.68 ($62.98) 0-2 weeks
Bailey Obie - Soft Wool Fedora Hat Bailey Obie - Soft Wool Fedora Hat $80.73 ($94.98) 0-2 weeks
Bailey Lord Plaid - Wool Flat Cap Bailey Lord Plaid - Wool 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 $47.68 ($52.98) 0-2 weeks
Bailey Vernon - Fur Aviator Cap Bailey Vernon - Fur Aviator Cap $164.78 ($205.98) 0-2 weeks
Bailey Gelber - Flat Cap Bailey Gelber - Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Dorsey - Leather Aviator Bailey Dorsey - Leather Aviator $143.98 ($179.98) 0-2 weeks
Bailey Whitaker - Wool Beanie Bailey Whitaker - Wool Beanie $34.18 ($37.98) 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 English Derby - Mens Derby Hat Bailey English Derby - Mens Derby Hat $151.98 ($189.98) 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

Displaying 0-20 of 188 results Sort by: View: