Bailey of Hollywood Hats
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Bailey of Hollywood Gangster Wool Felt Capone Style
More Colors Available$95.00Channel 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... -
Bailey of Hollywood Curtis Indy Fedora
More Colors Available$82.50For 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 Tino Crushable Fedora
More Colors Available$78.00The Bailey of Hollywood Tino Crushable Fedora's durability and style is sure to exceed your highest expectations. Not only is it stylistically versatile, but it has shape retention technology so you c...
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Bailey of Hollywood Briar LiteFelt Hat
More Colors Available$90.00You 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 Godfather Wool Felt Homburg
$95.00Channel 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... -
Bailey of Hollywood Crushable Litefelt Fedora
More Colors Available$85.00Find 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 ...
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Bailey of Hollywood New Yorker Blues Brothers Wool Felt Fedora - -
$95.00"It's 106 miles to Chicago, we got a full tank of gas, half a pack of cigarettes, it's dark... and we're wearing sunglasses." Make sure you can join in with Jake and Elwood on their next adventure wi... -
Bailey of Hollywood Salem Summer Braid Fedora
More Colors Available$60.00The Bailey of Hollywood Salem Summer Braid fedora features a breathable paper straw braid to make it the perfect warm weather hat. Besides the ideal craftsmanship of the Bailey hat company, the inne... -
Bailey of Hollywood Derby Wool Bowler
More Colors Available$95.00If 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...
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Bailey of Hollywood Billy Stingy Brim
More Colors Available$60.00Premiere 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... -
Bailey of Hollywood Spencer LiteStraw Fedora
More Colors Available$75.00The Spencer LiteStraw Fedora is a wide brimmed style hat with a dress-up appeal. Made with Bailey's signature LiteStraw water repellant finish, you can be comfortable, rain or shine, without a car... -
Bailey of Hollywood Guthrie Shantung Litestraw
More Colors Available$105.00Perfect 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...
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Bailey of Hollywood Mannes Summer Fedora
More Colors Available$60.00This 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 Cutler Panama Straw Hat
$137.50Imagine 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 Dalton Fabric Safari
More Colors Available$55.00Think 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...
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Bailey of Hollywood Brooks Panama
More Colors Available$137.50Be 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 Wynn Litefelt Fedora
More Colors Available$80.00The 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... -
Bailey of Hollywood Yates LiteFelt® Fedora
More Colors Available$90.00The 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...
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Bailey of Hollywood Barr Lanolux Fedora
More Colors Available$110.00You'll feel and look like a million bucks wearing the Baily of Hollywood Lanolux Barr -- but for an affordable price! The Barr is a center-dented fedora with a 2-inch snap brim that you can wear up or... -
Bailey of Hollywood Galvin Tweed 8 Panel Cap
More Colors Available$85.00Whether you're a PhD, or you just like to look smart, a tweed cap is the way to go. Tweed is a style favored by the elite of the northeast, so try it out! This Galvin Tweed hat is from the Italian Col... -
Bailey of Hollywood Galvin Wool Solid 8 Panel Cap
More Colors Available$80.00Show your Italian finesse with the Bailey of Hollywood Galvin Solid 8 Panel Cap. This ivy cap is available in many colors to match your style, mood, or outfit. An Italian inspired style, the Galvi...
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Bailey of Hollywood Lord Plaid Ivy Cap
More Colors Available$75.00The of high quality fabric and great fit of the Bailey of Hollywood Lord Plaid Ivy Cap gives the wearer unbeatable lightweight comfort, as well as casual style. The wool blend tweed design is sure to ... -
Bailey of Hollywood Darron LiteFelt Pork Pie
More Colors Available$80.00Love a modern twist on a classic style? The Darron Litefelt combines a contemporary telescope crown with a traditional pork pie hat. Hat aficionados love the Darron's wide tonal grosgrain band and rev... -
Bailey of Hollywood Brandt Lanolux
More Colors Available$120.00Do 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...