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Wool Hats
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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... -
Bailey of Hollywood Lord Wool Solid Ivy Cap
More Colors Available$94.99Try out this solid color wool cap that will fit any style or mood you have to throw at it. The Bailey of Hollywood Lord Solid Ivy Cap is made in Italy with a quality wool blend. The solid color choice... -
Bailey of Hollywood Lord Herringbone Ivy Cap
More Colors Available$94.99This Ivy cap is Italian made for true authenticity. Fit the part, look great and stay warm in this great cap that comes in Black or Brown Tweed Wool. You will look great while out on the town, out for...
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Bailey of Hollywood Lord Plaid Ivy Cap
More Colors Available$94.99The 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 Lord Nailhead Ivy Cap
More Colors Available$94.99You're ready for any situation, you've got you're "A" game ready. Now you just need a hat to complete the look. This classic style hat that provides Italian made comfort and durability with warmth an... -
Bailey of Hollywood Gangster Wool Felt Capone Style
More Colors Available$139.99Channel 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 Available$144.99If 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
$139.99Channel 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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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 ... -
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... -
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 Colver Fedora Hat
More Colors Available$194.99The Bailey of Hollywood Colver Fedora, from Bailey's Poet Collection, is made of beautiful, luxurious 100% wool felt in Bailey's Elite Stiffended Finish hat body, including a raised front te... -
Bailey of Hollywood Riff LiteFelt Wool Fedora
More Colors Available$159.99The 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...
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Bailey of Hollywood Tino Crushable Fedora
More Colors Available$129.99Consistently 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 Blixen Litefelt Fedora
More Colors Available$129.99The 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... -
Bailey of Hollywood Curtis Indy Fedora
More Colors Available$129.99For 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 modern ...
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