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  • Men's Bailey of Hollywood Runkle Pork Pie 81706BH

    Men's Bailey of Hollywood Runkle Pork Pie 81706BH

    Amp up your style game with the sleek and refined Bailey of Hollywood Runkle Pork Pie Hat. Made from a polyester and paper blend fabric, this lightweight fedora features a double wrap grosgrain band and a telescope crown that finishes its timeless... more

    $79.95

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    Men's Bailey of Hollywood Wardell 37168

    Men's Bailey of Hollywood Wardell 37168

    100% Wool. more

    $124.95

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    Men's Bailey of Hollywood Telemannes Pork Pie 81699

    Men's Bailey of Hollywood Telemannes Pork Pie 81699

    The Telemannes Pork Pie is a trendy hat with a mixed braid and a contrast inset band. This hat has a comfort sweatband and is perfect for a night out in the town. Made of 100% Polypropylene. more

    $64.95

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    Men's Bailey of Hollywood Telemannes Pork Pie 81699

    Men's Bailey of Hollywood Telemannes Pork Pie 81699

    The Telemannes Pork Pie is a trendy hat with a mixed braid and a contrast inset band. This hat has a comfort sweatband and is perfect for a night out in the town. Made of 100% Polypropylene. more

    $64.95

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    Men's Bailey of Hollywood Curtis 7005

    Men's Bailey of Hollywood Curtis 7005

    The Curtis is a Litefelt hat with a low profile pinch-front crown and a 2 3/4" turn down brim. more

    $84.95

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    Men's Bailey of Hollywood Pinckney Flat Cap 25470BH

    Men's Bailey of Hollywood Pinckney Flat Cap 25470BH

    Bailey of Hollywood caps are renowned for their handsome styling and extraordinary fit, and the Pinckney Flat Cap 25470BH is no exception. It is crafted with a comfy suede lining and a flexible lambskin leather peak, providing excellent comfort, and... more

    $114.95

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    Men's Bailey of Hollywood Evans 7044

    Men's Bailey of Hollywood Evans 7044

    This classic hat from the Poet collection features a low profile pinch front crown and a 2" stitched turn down brim. more

    $99.95

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    Men's Bailey of Hollywood Rand Flat Cap 25473BH

    Men's Bailey of Hollywood Rand Flat Cap 25473BH

    Add some old-school sensibility to your wardrobe with the handsome Rand Flat Cap 25473BH from Bailey of Hollywood. It embraces traditional style, along with some added contemporary details, and its rugged wool exterior will maintain its classic look,... more

    $74.95

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    Men's Bailey of Hollywood Galvin Herringbone 25212

    Men's Bailey of Hollywood Galvin Herringbone 25212

    Part of the Est. 1922 Italian Collection, this flat cap is made of a wool blend in stylish herringbone. more

    $84.95

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    Men's Bailey of Hollywood Bilder Flat Cap 90086

    Men's Bailey of Hollywood Bilder Flat Cap 90086

    The Bilder Flat Cap is a popular style hat inspired by workwear. This hat is fully lined and has a comfort sweatband. Made of 100% Cotton. more

    $54.95

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    Men's Bailey of Hollywood Castro 25327

    Men's Bailey of Hollywood Castro 25327

    The Castro is a lightweight melange yarn braided hat with a center dent crown and a 2" snap brim. more

    $69.95

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    Men's Bailey of Hollywood Porkpie 6104

    Men's Bailey of Hollywood Porkpie 6104

    The Porkpie features classic fur felt construction, a porkpie crown, and a 1 3/8" snap brim. more

    $217.95

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    Men's Bailey of Hollywood Telemannes Pork Pie 81699

    Men's Bailey of Hollywood Telemannes Pork Pie 81699

    The Telemannes Pork Pie is a trendy hat with a mixed braid and a contrast inset band. This hat has a comfort sweatband and is perfect for a night out in the town. Made of 100% Polypropylene. more

    $64.95

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    Men's Bailey of Hollywood Silko 3819

    Men's Bailey of Hollywood Silko 3819

    The Silko is a wool felt hat with a diamond crown and a 1 1/2" snap brim. more

    $89.95

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    Men's Bailey of Hollywood Brandt 37158

    Men's Bailey of Hollywood Brandt 37158

    This hat is made from 100% virgin wool of the finest microns with a fur felt finish. Lanolux employs a unique sueding process to create a lightweight, packable and luxurious "Touch Me" finish that is better than ever previously created. Features a... more

    $119.95 $101.99

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    Men's Bailey of Hollywood Cloyd 3831

    Men's Bailey of Hollywood Cloyd 3831

    This classic hat from the Breed collection features a center dent crown and a 1 3/4" brim. more

    $60.00

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    Men's Bailey of Hollywood Guthrie 63114

    Men's Bailey of Hollywood Guthrie 63114

    LiteStraw is a revolutionary new finishing technology that takes traditionally hard straw headwear and softens it to create a supple, casual hat that provides malleability and flexibility. Combined with a water repellant finish and Dri-Lex sweat bands... more

    $109.95

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    Men's Bailey of Hollywood Jackman 1369

    Men's Bailey of Hollywood Jackman 1369

    The Jackman is a packable 4 oz. wool hat with a fedora crown and a 2 1/2" casual brim. more

    $104.95

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    Men's Bailey of Hollywood Pelham Trapper Hat 25138BH

    Men's Bailey of Hollywood Pelham Trapper Hat 25138BH

    The Pelham Trapper Hat 25138BH from Bailey of Hollywood is where fashion meets function. This cozy trapper features a stylish print on durable wool fabric, that is lined with high quality faux fur. It is sure to keep you warm and looking good, even on... more

    $79.95

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    Men's Bailey of Hollywood Jackman 1369

    Men's Bailey of Hollywood Jackman 1369

    The Jackman is a packable 4 oz. wool hat with a fedora crown and a 2 1/2" casual brim. more

    $104.95

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    Men's Bailey of Hollywood Nathaniel 25505

    Men's Bailey of Hollywood Nathaniel 25505

    Fisherman Cap 100% Cotton. more

    $39.95

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    Men's Bailey of Hollywood Botsford Newsboy Cap 25472BH

    Men's Bailey of Hollywood Botsford Newsboy Cap 25472BH

    Combining traditional style with excellent comfort, the Botsford Newsboy Cap 25472BH from Bailey of Hollywood is a wardrobe essential. With its bold houndstooth-patterned cotton blend fabric and extended bill adding a contemporary update to its... more

    $54.95

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    Men's Bailey of Hollywood Guthrie 63114

    Men's Bailey of Hollywood Guthrie 63114

    LiteStraw is a revolutionary new finishing technology that takes traditionally hard straw headwear and softens it to create a supple, casual hat that provides malleability and flexibility. Combined with a water repellant finish and Dri-Lex sweat bands... more

    $109.95

    FREE shipping

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    Men's Bailey of Hollywood Saynt Flat Cap 90081

    Men's Bailey of Hollywood Saynt Flat Cap 90081

    The Saynt Flat Cap is a popular hat style that is fully lined with a comfort sweatband. This hat with a unique print is very stylish and perfect for the person who wants to stand out in the crowd. Made of 97% Cotton & 3% Spandex. more

    $64.95

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    Men's Bailey of Hollywood Guthrie 63114

    Men's Bailey of Hollywood Guthrie 63114

    LiteStraw is a revolutionary new finishing technology that takes traditionally hard straw headwear and softens it to create a supple, casual hat that provides malleability and flexibility. Combined with a water repellant finish and Dri-Lex sweat bands... more

    $109.95

    FREE shipping

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    Men's Bailey of Hollywood Loring Fedora 22760

    Men's Bailey of Hollywood Loring Fedora 22760

    The Loring Fedora features a unique ombre Panama straw hat body. This hat was handwoven in Ecuador and then blocked and trimmed in the U.S.A. It's made from 100% Panama Brisa Straw, has a Japanese grosgrain trim and a fine woven sweatband. Due to the... more

    $274.95

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    Men's Bailey of Hollywood Galvin Herringbone 25212

    Men's Bailey of Hollywood Galvin Herringbone 25212

    Part of the Est. 1922 Italian Collection, this flat cap is made of a wool blend in stylish herringbone. more

    $84.95

    FREE shipping

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    Men's Bailey of Hollywood Riff 7100

    Men's Bailey of Hollywood Riff 7100

    The Riff is a Litefelt polished wool hat with a center dent crown and a 2" snap brim. more

    $114.95

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    Men's Bailey of Hollywood Galvin Windowpane Plaid Newsboy Cap 25239

    Men's Bailey of Hollywood Galvin Windowpane Plaid Newsboy Cap 25239

    Tailored to perfection, the Galvin Windowpane Plaid Newsboy Cap 25239 from Bailey of Hollywood is comfortable to wear, and exquisitely dapper. Its pleasingly authentic windowpane pattern, along with its classic shape, will bring class to your wardrobe.... more

    $84.95 $79.99

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    Men's Bailey of Hollywood Waits 81810

    Men's Bailey of Hollywood Waits 81810

    This porkpie hat features a telescope crown, a 1 5/8" snap brim, and a wide ribbon band with wood chip logo plaque. more

    $69.95

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    Men's Bailey of Hollywood Asano Flat Cap 90079

    Men's Bailey of Hollywood Asano Flat Cap 90079

    The Asano Flat Cap is a classic hat shape that is fully lined with a comfort sweatband. This stylish cap is perfect for the fashionable trendsetter. Made of 100% Cotton. more

    $54.95

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    Men's Bailey of Hollywood Bilder Flat Cap 90086

    Men's Bailey of Hollywood Bilder Flat Cap 90086

    The Bilder Flat Cap is a popular style hat inspired by workwear. This hat is fully lined and has a comfort sweatband. Made of 100% Cotton. more

    $54.95

    FREE shipping

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    Men's Bailey of Hollywood Galvin Herringbone 25212

    Men's Bailey of Hollywood Galvin Herringbone 25212

    Part of the Est. 1922 Italian Collection, this flat cap is made of a wool blend in stylish herringbone. more

    $84.95

    FREE shipping

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    Men's Bailey of Hollywood Rockburn Newsboy Cap 25477BH

    Men's Bailey of Hollywood Rockburn Newsboy Cap 25477BH

    Everything about the Rockburn Newsboy Cap 25477BH from Bailey of Hollywood brings out the beauty of masculinity. Its traditional, rugged design includes an extended bill, issuing a contemporary update to its otherwise heritage shape. Textured... more

    $59.95

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    Men's Bailey of Hollywood Smit 25458

    Men's Bailey of Hollywood Smit 25458

    Flat Cap 55% Wool, 45% Polyester. more

    $62.95

    FREE shipping

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    Men's Bailey of Hollywood Thurman 22701

    Men's Bailey of Hollywood Thurman 22701

    The Thurman hat, from the Genuine Panama collection, features a center dent crown, a 2 3/8" pre-snap brim and a brisa weave. more

    $149.95

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    Men's Bailey of Hollywood Mickey 25445

    Men's Bailey of Hollywood Mickey 25445

    This classic, casual dockman cap is made with a wool blend in herringbone. more

    $60.00

    FREE shipping

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    Men's Bailey of Hollywood Kluge 3833

    Men's Bailey of Hollywood Kluge 3833

    1 3/4" Snap Brim with Center Dent Crown 100% Wool. more

    $59.95

    FREE shipping

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    Men's Bailey of Hollywood Perry 37161

    Men's Bailey of Hollywood Perry 37161

    The Perry is a stylish center dent hat made of Lanolux fabric, a 100% virgin wool fabric with a sueded finish and has a 2" snap brim. Lanolux employs a unique sueding process to create a lightweight, packable and luxurious 'Touch Me" finish that is... more

    $119.95

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    Men's Bailey of Hollywood Billy 81670

    Men's Bailey of Hollywood Billy 81670

    The braid style from Bailey features a comfortable and flexible fit providing limitless versatility. This style is packable and perfect for your weekend getaway. Features a teardrop crown and a 1 3/4" snap brim. more

    $59.95 $50.99

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