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Specials
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Bailey of Hollywood Thurman Straw Panama Fedora
More Colors Available$154.99The Thurman from Bailey of Hollywood is a classic genuine panama that is a summer wardrobe staple! The medium snap brim can be worn up or down and will provide you with sun protection for years to com... -
Bailey of Hollywood Groff Grade B Panama Hat
$224.99The Groff Panama hat from Bailey of Hollywood is a timeless, essential, must-have hat for every person of style. This fine Grade B Panama is hand woven from 100% toquilla palm in Ecuador and then bloc... -
Bailey of Hollywood Blixen Litefelt Fedora
More Colors Available$99.99The Bailey of Hollywood Blixen Litefelt Fedora is a timeless choice for those looking for their next favorite hat. This fedora is made of Bailey's revolutionary Litefelt wool that is both waterproof a...
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Bailey of Hollywood Crushable Litefelt Fedora
More Colors Available$99.99Find iconic style with the Bailey of Hollywood Crushable Litefelt Teardrop Fedora that sports a 2-3/4 inch snap brim and wide grosgrain band. Plus, with a water-resistant, 100% wool felt exterior and ... -
Bailey of Hollywood Briar LiteFelt Hat
More Colors Available$99.99You never know what life will throw at you, but with this Bailey original you will be ready for anything. Since it's a jungle out there, tackle all that life throws your way with the Briar Bailey of H... -
Bailey of Hollywood Darron LiteFelt Pork Pie
More Colors Available$94.99Love a modern twist on a classic style? The Darron Litefelt combines a contemporary telescope crown and stingy brim with a traditional pork pie hat. Hat aficionados love the Darron's wide tonal grosgr...
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Bailey of Hollywood Tino Crushable Fedora
More Colors Available$99.99Consistently one of the best selling hats here at Fedoras.com, the Bailey of Hollywood Tino Crushable Fedora's durability and style is sure to exceed your highest expectations. Not only is it stylisti... -
Bailey of Hollywood Riff LiteFelt Wool Fedora
More Colors Available$124.99The Bailey of Hollywood Riff Wool Fedora is elegant, classy, and versatile, accentuating many styles. The Riff features beautiful LiteFelt polished wool that is water repellent and finished with a lux... -
Bailey of Hollywood Draper III Fur Felt Fedora Hat
More Colors Available$339.99From 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. ...
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Bailey of Hollywood Atmore Crushable Wool Felt Fedora Hat
$114.99The 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 Poet Collection Jackman Fedora
More Colors Available$109.99No 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... -
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$129.99Perfect 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$89.99The 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 Wool Jett Porkpie
Regular Price: $109.99
Special Price $104.99
Take 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$119.99Channel 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... -
Bailey of Hollywood Sydney Fedora
More Colors Available$159.99The Bailey of Hollywood Sydney Fedora hat's versatility makes it perfect for both casual and formal wear in those warm summer months. Handwoven with the utmost in quality, this Made in America hat mak...
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Bailey of Hollywood Brandt Lanolux
More Colors Available$129.99Do you love the finer things in life? Then the Bailey of Hollywood Lanolux Brandt is for you! Made from 100% virgin wool, this pinch-front fedora has a soft fur-felt touch. With a two-tone leather ban... -
Bailey of Hollywood Ice Top Hat
Regular Price: $109.99
Special Price $104.99
The Ice Top Hat hat is a great final accessory to put with your tux for a wedding or special occasion. This classic wool felt topper has a grosgrain ribbon hatband and a dapper feather accent. A curle... -
Bailey of Hollywood Gangster Wool Felt Capone Style
More Colors AvailableRegular Price: $109.99
Special Price $104.99
Channel the mafia's glory days with this Capone-style felt dress hat. You'll feel like a prohibition-era lawbreaker with the hat's 2 1/2-inch snap brim, 5-inch crown, raw edge, feather accent, and wid...
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Bailey of Hollywood Derby Wool Bowler
More Colors AvailableRegular Price: $109.99
Special Price $104.99
If you're looking for a classy and timeless hat that's steeped in tradition, then the Bailey of Hollywood Derby Wool Bowler is for you. You'll feel like a British gentleman wearing this hat, and it wi... -
Bailey of Hollywood Godfather Wool Felt Homburg
Regular Price: $109.99
Special Price $104.99
Channel the style of Don Vito Corleone with the Bailey of Hollywood Godfather Wool Felt Homburg. This fedora features a 2 3/4-inch rolled bound edge rim, 100% virgin wool fibers, a luxurious lining, a...
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