Shop By Hat Brand
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Bailey of Hollywood Roll Up II Panama Fedora Hat
$239.99This classic Panama straw hat is expertly woven in Ecuador in a fine Brisa weave that allows for the hat to be rolled and packed. This extremely travel friendly versatile style will be something you w... -
Bailey of Hollywood Graham Ivy Cap
More Colors Available$69.99- Style: Ivy & Flat Caps
- Collection: Poet
- Material: Polyester-Cotton Blend
- Brim: 2"
- Crown: 5-Panel
- Water Resistant
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Bailey of Hollywood Ashmore Fedora
More Colors Available$124.99- Style: Fedora
- Collection: Poet
- Material: Litefelt Wool Felt
- Brim: 2 7/8" Raw Edge
- Crown: Pinch Front
- Made in the USA
- Packable / Foldable
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Bailey of Hollywood Boley Fedora
More Colors Available$129.99- Style: Fedora
- Collection: Poet
- Material: Litefelt Wool Felt
- Brim: 2 3/8"
- Crown: Long Teardrop
- Made in the USA
- Packable / Rollable
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Bailey of Hollywood Draper III Fur Felt Fedora Hat
More Colors Available$384.99From the Est. 1922 collection, this is one of Bailey's finest hats. The Superior Fur Felt goes through a unique felting process to create an ultra thin felt of the highest quality. ... -
Bailey of Hollywood Shupp II Wool Ivy Cap
More Colors Available$69.99From the Est. 1922 collection, this is one of Bailey's finest ivy caps.
- Stiffened Wool Felt
- 1.5" Cap Brim
- Made in Italy
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Bailey of Hollywood Galvin Herringbone Ivy Cap
More Colors Available$99.99From the Est. 1922 collection, this is one of Bailey's finest ivy caps. 100% Wool 8 Panel Cap Satin lining with matching grosgrain sweatband ... -
Bailey of Hollywood Atmore Crushable Wool Felt Fedora Hat
$149.99The Poet collection was inspired by the ruggedness, courage and fortitude that shaped the old American West, as well as its style. 100% LiteFelt Wool Felt ... -
Bailey of Hollywood Blackburn Litestraw® Fedora
$164.99- 100% Shantung Litestraw
- 2 7/8" Brim
- Grad Crown
- Water Repellant
- Made in the USA
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Bailey of Hollywood Wilshire Braid Fedora
More Colors Available$94.99- 50% Paper Straw, 50% Polypropylene Straw
- 1 7/8" brim
- Teardrop Crown
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Bailey of Hollywood Seddon Dockman Cap
More Colors Available$63.00- 50% Wool, 50% Polyester
- 2" Brim
- 8-Panel Crown
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Bailey of Hollywood Langham Leather Cap
More Colors Available$144.99- Material: Leather
- 2" Brim
- Flat Crown
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Bailey of Hollywood Ormond Ivy Cap
More Colors Available$79.99- 50% Woool, 50% Polyester
- 2" Brim
- 5-Panel Crown
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Bailey of Hollywood Vernon Leather Trapper
$299.99- Leather shell
- Fur Lining
- Ear vents, buttoned flaps and snap closures
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Bailey of Hollywood Poet Collection Jackman Fedora
More Colors Available$144.99No matter where your travels may take you, be sure to bring a versatile and stylish hat for your journey. From the Bailey Poet Travel Collection, our Jackman Fedora has great features for traveling, i...
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Bailey of Hollywood Salem Summer Braid Fedora
More Colors Available$84.99The Bailey of Hollywood Salem Summer Braid fedora features a breathable Toyo paper straw braid to make it the perfect warm weather hat. Besides the ideal craftsmanship of the Bailey hat company, the... -
Bailey Elliott Straw Fedora
More Colors Available$74.99The Elliot is light and airy which is perfect for summer days on the beach or just hanging out with good company. It carries a great straw weave and an extra perfect touch with the dark brown headband... -
Bailey Joker Gambler Hat
$84.95Take on the Australian cowboy look with the beautiful Bailey Joke Gambler Hat. A simple black western hat, the Joker has a stylish leather hatband with studs and metal medallions This hat is made ...
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Bailey of Hollywood Guthrie Shantung Litestraw
More Colors Available$149.99Perfect for a summer afternoon sipping iced tea on a wraparound porch. The Bailey of Hollywood Guthrie Shantung Litestraw fedora features a fine and smooth straw braid that is soft and flexible. It h... -
Bailey of Hollywood Yates LiteFelt® Fedora
More Colors Available$94.99The Yates Fedora is made by the iconic Bailey of Hollywood brand, right here in America. This dapper hat has a packable and water repellant design so you can wear hassle free. The LiteFelt® wool desi... -
Bailey of Hollywood Wynn Litefelt Fedora
More Colors Available$129.99The Bailey of Hollywood Wynn LiteFelt Fedora hat comes in a variety of colors and is made with quality in mind. A contoured shape and pre-snap brim characterize Bailey's signature Litefelt wool materi...
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Bailey of Hollywood Dalton Fabric Safari
More Colors Available$79.99Think up your own adventure as an excuse to take our Bailey Dalton Fabric Safari Fedora Hat out and show it off. This fedora will keep you comfortable with ventilating eyelets and a nice size brim... -
Bailey of Hollywood Wool Jett Porkpie
$149.99Take a step into the mid-19th century with this classically-styled hat. You don't have to be a jazz musician to enjoy and take advantage of the Bailey of Hollywood Wool Jett Porkpie's luxury and durab... -
Bailey of Hollywood Harker Derby Bowler Hat
More Colors Available$149.99Channel your inner Charlie Chaplin in this Derby Bowler hat! It is made of 100% wool and the iconic derby crown and stingy rolled brim make the Harker the epitome of a bowler. Material: Wool Sty...