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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 Perry - Wool Fedora Hat Bailey Perry - Wool Fedora Hat $93.48 ($109.98) 0-2 weeks
Bailey Shupp II – Wool Flat Cap Bailey Shupp II – Wool Flat Cap $43.18 ($47.98) 0-2 weeks
Bailey Arkin - Straw Fedora Hat Bailey Arkin - Straw Fedora Hat $91.78 ($107.98) 0-2 weeks
Bailey Riga - Wool Pull-On Beanie Bailey Riga - Wool Pull-On Beanie $48.58 ($53.98) 0-2 weeks
Bailey Shupp II – Flat Cap - Closeout Bailey Shupp II – Flat Cap - Closeout $23.99 ($47.98) 0-2 weeks
Bailey Malins - Straw Fedora Hat Bailey Malins - Straw Fedora Hat $55.78 ($61.98) 0-2 weeks
Bailey Cutler - Straw Outback Hat Bailey Cutler - Straw Outback Hat $97.73 ($114.98) 0-2 weeks
Bailey Granard - Leather Aviator Cap Bailey Granard - Leather Aviator Cap $127.98 ($159.98) 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 Brooks - Straw Fedora Hat Bailey Brooks - Straw Fedora Hat $93.48 ($109.98) 0-2 weeks
Bailey Salem - Straw Fedora Hat Bailey Salem - Straw Fedora Hat $48.58 ($53.98) 0-2 weeks
Bailey Sydney - Straw Fedora Hat Bailey Sydney - Straw Fedora Hat $90.08 ($105.98) 0-2 weeks
Bailey Endell - Wool Flat Cap Bailey Endell - Wool Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Compson - Straw Fedora Hat Bailey Compson - Straw Fedora Hat $80.73 ($94.98) 0-2 weeks
Bailey Joad - Straw Fedora Hat Bailey Joad - Straw Fedora Hat $64.58 ($75.98) 0-2 weeks
Bailey Billy - Straw Fedora Hat Bailey Billy - Straw Fedora Hat $49.48 ($54.98) 0-2 weeks
Bailey Hansler - Flat Cap Bailey Hansler - Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Barr - Wool Fedora Hat Bailey Barr - Wool Fedora Hat $84.13 ($98.98) 0-2 weeks
Bailey Silko - Wool Fedora Hat Bailey Silko - Wool Fedora Hat $66.58 ($73.98) 0-2 weeks
Bailey Gangster - Wool Fedora Hat Bailey Gangster - Wool Fedora Hat $64.58 ($75.98) 0-2 weeks
Bailey Ice - Wool Top Hat Bailey Ice - Wool Top Hat $66.28 ($77.98) 0-2 weeks
Bailey Derby - Wool Derby Hat Bailey Derby - Wool Derby Hat $67.13 ($78.98) 0-2 weeks
Bailey Godfather -  Wool Fedora Hat Bailey Godfather - Wool Fedora Hat $67.98 ($79.98) 0-2 weeks
Bailey Lamar - Porkpie - Closeout Bailey Lamar - Porkpie - Closeout $30.99 ($61.98) 0-2 weeks
Bailey Tino - Soft Wool Felt Fedora Hat Bailey Tino - Soft Wool Felt Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Curtis - Soft Wool Fedora Hat Bailey Curtis - Soft Wool Fedora Hat $62.98 ($69.98) 0-2 weeks
Bailey Taxten - Leather Flat Cap Bailey Taxten - Leather Flat Cap $62.98 ($69.98) 0-2 weeks
Bailey Jett - Wool Porkpie Hat Bailey Jett - Wool Porkpie Hat $75.98 ($87.98) 0-2 weeks
Bailey Lord Nailhead - Wool Flat Cap Bailey Lord Nailhead - Wool Flat Cap $53.98 ($59.98) 0-2 weeks
Bailey Hallam – Leather Flat Cap Bailey Hallam – Leather Flat Cap $84.13 ($98.98) 0-2 weeks
Bailey Lord Solid - Wool Flat Cap Bailey Lord Solid - Wool Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Lord Herringbone - Wool Flat Cap Bailey Lord Herringbone - Wool Flat Cap $53.98 ($59.98) 0-2 weeks
Bailey Galvin Tweed - Wool Flat Cap Bailey Galvin Tweed - Wool Flat Cap $59.38 ($65.98) 0-2 weeks
Bailey Longow - Straw Fedora Hat Bailey Longow - Straw Fedora Hat $67.48 ($74.98) 0-2 weeks
Bailey Dalton - Outdoorsman Hat Bailey Dalton - Outdoorsman Hat $44.98 ($49.98) 0-2 weeks

Displaying 0-20 of 158 results Sort by: View: