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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 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
Bailey Cole - Flat Cap Bailey Cole - Flat Cap $64.58 ($75.98) 0-2 weeks
Bailey Galvin Wool - Wool Flat Cap Bailey Galvin Wool - Wool Flat Cap $58.48 ($64.98) 0-2 weeks
Bailey Rollin - Mens Wool Dress Hat Bailey Rollin - Mens Wool Dress Hat $90.08 ($105.98) 0-2 weeks
Bailey Lemuel - Fur Fedora Hat Bailey Lemuel - Fur Fedora Hat $228.78 ($285.98) 0-2 weeks
Bailey Duffy - Fur Fedora Hat Bailey Duffy - Fur Fedora Hat $212.78 ($265.98) 0-2 weeks
Bailey Kroft - Straw Fedora Hat Bailey Kroft - Straw Fedora Hat $55.78 ($61.98) 0-2 weeks
Bailey Myatt – Fedora Hat Bailey Myatt – Fedora Hat $60.28 ($66.98) 0-2 weeks
Bailey Morken - Straw Fedora Hat Bailey Morken - Straw Fedora Hat $72.23 ($84.98) 0-2 weeks
Bailey Wilshire - Straw Fedora Hat Bailey Wilshire - Straw Fedora Hat $53.98 ($59.98) 0-2 weeks
Bailey Dorsan - Ball Cap Bailey Dorsan - Ball Cap $41.38 ($45.98) 0-2 weeks
Bailey Ike - Wool Fedora Hat Bailey Ike - Wool Fedora Hat $48.58 ($53.98) 0-2 weeks
Bailey Waymon -  Leather Ball Cap Bailey Waymon - Leather Ball Cap $64.58 ($75.98) 0-2 weeks
Bailey Port - Wool Flat Cap Bailey Port - Wool Flat Cap $47.68 ($52.98) 0-2 weeks
Bailey Basil - Soft Wool Fedora Hat Bailey Basil - Soft Wool Fedora Hat $83.28 ($97.98) 0-2 weeks
Bailey Elwin - Pull-On Beanie Bailey Elwin - Pull-On Beanie $37.78 ($41.98) 0-2 weeks
Bailey Mannes - Straw Fedora Hat Bailey Mannes - Straw Fedora Hat $48.58 ($53.98) 0-2 weeks
Bailey Hinton - Flat Cap - Closeout Bailey Hinton - Flat Cap - Closeout $21.99 ($43.98) 0-2 weeks
Bailey Greyson - Straw Fedora Hat Bailey Greyson - Straw Fedora Hat $52.18 ($57.98) 0-2 weeks
Bailey Bellamy - Wool Aviator Cap Bailey Bellamy - Wool Aviator Cap $64.58 ($75.98) 0-2 weeks
Bailey Suntino - Straw Fedora Hat Bailey Suntino - Straw Fedora Hat $55.78 ($61.98) 0-2 weeks
Bailey Loche - Straw Fedora Hat Bailey Loche - Straw Fedora Hat $83.28 ($97.98) 0-2 weeks
Bailey Oran - Leather Flat Cap Bailey Oran - Leather Flat Cap $62.98 ($69.98) 0-2 weeks
Bailey Arthur - Wool Fedora Hat Bailey Arthur - Wool Fedora Hat $98.58 ($115.98) 0-2 weeks
Bailey Milo - Straw Fedora Hat Bailey Milo - Straw Fedora Hat $99.98 ($124.98) 0-2 weeks
Bailey Arch - Straw Fedora Hat Bailey Arch - Straw Fedora Hat $59.38 ($65.98) 0-2 weeks
Bailey Graham - Cloth Flat Cap Bailey Graham - Cloth Flat Cap $37.78 ($41.98) 0-2 weeks
Bailey Waits - Straw Porkpie Hat Bailey Waits - Straw Porkpie Hat $54.88 ($60.98) 0-2 weeks
Bailey Egan - Flat Cap Bailey Egan - Flat Cap $52.18 ($57.98) 0-2 weeks
Bailey Artis - Wool Fedora Hat Bailey Artis - Wool Fedora Hat $97.73 ($114.98) 0-2 weeks
Bailey Casper -  Wool Flat Cap Bailey Casper - Wool Flat Cap $55.78 ($61.98) 0-2 weeks
Bailey Harston - Cloth Flat Cap Bailey Harston - Cloth Flat Cap $39.58 ($43.98) 0-2 weeks

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