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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 Kenrick - Wool Porkpie Hat Bailey Kenrick - Wool Porkpie Hat $97.73 ($114.98) 0-2 weeks
Bailey Kroft - Straw Fedora Hat Bailey Kroft - Straw Fedora Hat $55.78 ($61.98) 0-2 weeks
Bailey Lamar - Porkpie Bailey Lamar - Porkpie $55.78 ($61.98) 0-2 weeks
Bailey Lamar - Porkpie - Closeout Bailey Lamar - Porkpie - Closeout $30.99 ($61.98) 0-2 weeks
Bailey Lamar - Porkpie - M - Closeout Bailey Lamar - Porkpie - M - Closeout $30.99 ($61.98) 0-2 weeks
Bailey Lazar - Leather Flat Cap Bailey Lazar - Leather Flat Cap $62.98 ($69.98) 0-2 weeks
Bailey Leander - Cloth Flat Cap Bailey Leander - Cloth Flat Cap $52.18 ($57.98) 0-2 weeks
Bailey Loche - Straw Fedora Hat Bailey Loche - Straw Fedora Hat $83.28 ($97.98) 0-2 weeks
Bailey Longow - Straw Fedora Hat Bailey Longow - Straw Fedora Hat $67.48 ($74.98) 0-2 weeks
Bailey Lord Herringbone - Wool Flat Cap Bailey Lord Herringbone - Wool Flat Cap $53.98 ($59.98) 0-2 weeks
Bailey Lord Nailhead - Wool Flat Cap Bailey Lord Nailhead - Wool Flat Cap $53.98 ($59.98) 0-2 weeks
Bailey Lord Pinstripe - Wool Flat Cap Bailey Lord Pinstripe - Wool Flat Cap $53.98 ($59.98) 0-2 weeks
Bailey Lord Plaid - Wool Flat Cap Bailey Lord Plaid - Wool Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Lord Solid - Wool Flat Cap Bailey Lord Solid - Wool Flat Cap $50.38 ($55.98) 0-2 weeks
Bailey Malins - Straw Fedora Hat Bailey Malins - Straw Fedora Hat $55.78 ($61.98) 0-2 weeks
Bailey Mannes - Straw Fedora Hat Bailey Mannes - Straw 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 Mason - Genuine Panama Straw Hat Bailey Mason - Genuine Panama Straw Hat $116.00 ($145.00) 0-2 weeks
Bailey Mollien - Soft Wool Fedora Hat Bailey Mollien - Soft Wool Fedora Hat $50.38 ($55.98) 0-2 weeks
Bailey Morken - Straw Fedora Hat Bailey Morken - Straw Fedora Hat $72.23 ($84.98) 0-2 weeks
Bailey Myatt – Fedora Hat Bailey Myatt – Fedora Hat $60.28 ($66.98) 0-2 weeks
Bailey New Yorker - Wool Fedora Hat Bailey New Yorker - Wool Fedora Hat $66.28 ($77.98) 0-2 weeks
Bailey Nichols - Straw Outdoorsman Hat Bailey Nichols - Straw Outdoorsman Hat $67.98 ($79.98) 0-2 weeks
Bailey Niven - Straw Fedora Hat Bailey Niven - Straw Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Obie - Soft Wool Fedora Hat Bailey Obie - Soft Wool Fedora Hat $80.73 ($94.98) 0-2 weeks
Bailey Ormond - Wool Flat Cap Bailey Ormond - Wool Flat Cap $44.98 ($49.98) 0-2 weeks
Bailey Paley - Straw Fedora Hat Bailey Paley - Straw Fedora Hat $100.78 ($125.98) 0-2 weeks
Bailey Perry - Wool Fedora Hat Bailey Perry - Wool Fedora Hat $93.48 ($109.98) 0-2 weeks
Bailey Port - Wool Flat Cap Bailey Port - Wool Flat Cap $47.68 ($52.98) 0-2 weeks
Bailey Porter - Straw Fedora Hat Bailey Porter - Straw Fedora Hat $97.73 ($114.98) 0-2 weeks
Bailey Producer - Baseball Cap Bailey Producer - Baseball Cap $52.18 ($57.98) 0-2 weeks

Displaying 0-20 of 157 results Sort by: View: