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Best Selling Hats
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Bailey of Hollywood Curtis Indy Fedora
More Colors Available$94.99For a great looking silhouette, there is nothing classier than a hat made by Bailey of Hollywood. This Bailey Curtis Fedora is in the Litefelt line, which combines traditional artisanship with moder... -
Bailey of Hollywood Guthrie Shantung Litestraw
More Colors Available$114.99Perfect 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 Salem Summer Braid Fedora
More Colors Available$64.99The 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...
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Bailey of Hollywood Mannes Summer Fedora
More Colors Available$64.99This fedora from Bailey of Hollywood completes a look that's both retro and contemporary, fulfilling the style needs of the modern hat aficionado while remaining comfortable and lightweight. With the ... -
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 Billy Stingy Brim
More Colors Available$64.99Premiere hat designer Bailey of Hollywood is known for creating nostalgic yet modern looks that appeal to the modern generation of hat wearers. This Billy Stingy Brim hat in the fedora style will prov...
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Bailey of Hollywood Cutler Panama Straw Hat
$149.99Imagine yourself sitting under a palm tree, drink in hand, wearing this Panama straw fedora. The Cutler combines fashion and function with sun protective properties and a UPF of 50+. A 2-7/8-inch snap... -
Bailey of Hollywood Brooks Panama
More Colors Available$149.99Be a modern traveler with the Bailey of Hollywood Brooks Panama Hat. The Brooks features a unique, woven pattern proving the wearer durability and flexibility. In addition to comfort, this hat is ... -
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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