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Men's Bailey of Hollywood Hereford Fedora 37176 - Shale Hats

Men's Bailey of Hollywood Hereford Fedora 37176 - Shale Hats

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Look effortlessly stylish on your evening strolls wearing the lightweight and classic Bailey of Hollywood Hereford Fedora. This wool accessory has a long teardrop crown and a Japanese grosgrain trim that add a unique style. Fine woven sweatband Long... more

$134.95

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Men's Bailey of Hollywood Lord Flat Cap 25241 - Chestnut Twill

Men's Bailey of Hollywood Lord Flat Cap 25241 - Chestnut Twill

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A quintessential combination of the classic Ivy cap silhouette and contemporary appeal makes the Bailey of Hollywood Lord Flat Cap an ideal addition to your accessory ensemble. This satin-lined hat is crafted from a wool blend fabric and finished with... more

$89.95

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Men's Bailey of Hollywood Leff Baseball Cap 25485 - Black

Men's Bailey of Hollywood Leff Baseball Cap 25485 - Black

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Take your accessory game to the next level with the Bailey of Hollywood Leff Baseball Cap. This hat is crafted from a blend of wool and polyester and finished with a comfort sweatband. Comfort sweatband Fully lined Adjustable closure at back 70% wool,... more

$59.95

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Shelley - Green - Bailey of Hollywood Hats

Shelley - Green - Bailey of Hollywood Hats

Men's Bailey of Hollywood Shelley - Green - Hats Let your look go all the way from day to night in the Bailey of Hollywood Shelley fedora. Braided fedora with pinched, tear drop crown. Braided hatband with signature hardware pin. Stingy brim. Interior... more

$60.00 $51.00

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Wynn - Red - Bailey of Hollywood Hats

Wynn - Red - Bailey of Hollywood Hats

Men's Bailey of Hollywood Wynn - Red - Hats Find your daily essential with the Wynn hat from Bailey of Hollywood! Wool fedora with upturned brim. Grosgrain hatband with bow detail. Interior sweatband for all day comfort. 100% wool. Spot clean only.... more

$93.00 $79.00

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Rowson - Blue - Bailey of Hollywood Hats

Rowson - Blue - Bailey of Hollywood Hats

Men's Bailey of Hollywood Rowson - Blue - Hats Keep your look sharp for the season in the Bailey of Hollywood Rowson driver cap featuring a striped design throughout. Patterned lining with sweatband for added comfort. 60% cotton, 40% linen. Hand wash,... more

$63.00

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Men's Bailey of Hollywood Roval Trapper Hat 25149 - Tobacco Plaid

Men's Bailey of Hollywood Roval Trapper Hat 25149 - Tobacco Plaid

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Functional and travel-friendly, the Bailey of Hollywood Roval Trapper Hat will be a welcome addition to your accessory collection. Crafted from a textured wool blend fabric with faux fur lined front panel and earflaps, this hat is a must-have for those... more

$69.95

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Men's Bailey of Hollywood Hereford Fedora 37176 - Black Hats

Men's Bailey of Hollywood Hereford Fedora 37176 - Black Hats

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Look effortlessly stylish on your evening strolls wearing the lightweight and classic Bailey of Hollywood Hereford Fedora. This wool accessory has a long teardrop crown and a Japanese grosgrain trim that add a unique style. Fine woven sweatband Long... more

$134.95

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Men's Bailey of Hollywood Leff Baseball Cap 25485 - Burgundy Dot

Men's Bailey of Hollywood Leff Baseball Cap 25485 - Burgundy Dot

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Take your accessory game to the next level with the Bailey of Hollywood Leff Baseball Cap. This hat is crafted from a blend of wool and polyester and finished with a comfort sweatband. Comfort sweatband Fully lined Adjustable closure at back 70% wool,... more

$59.95

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Men's Bailey of Hollywood Leff Baseball Cap 25485 - Navy Dot Hats

Men's Bailey of Hollywood Leff Baseball Cap 25485 - Navy Dot Hats

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Take your accessory game to the next level with the Bailey of Hollywood Leff Baseball Cap. This hat is crafted from a blend of wool and polyester and finished with a comfort sweatband. Comfort sweatband Fully lined Adjustable closure at back 70% wool,... more

$59.95

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Men's Bailey of Hollywood Deller Flat Cap 25514 - Black Plaid

Men's Bailey of Hollywood Deller Flat Cap 25514 - Black Plaid

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The vintage-inspired Bailey of Hollywood Deller Flat Cap is an ideal addition to your accessory ensemble. Constructed from polyester, this 5-panel cap is finished with a comfort sweatband. 5-panel construction Comfort sweatband Fully lined 100%... more

$59.95

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Men's Bailey of Hollywood Adams Homburg 25338BH - Black Hats

Men's Bailey of Hollywood Adams Homburg 25338BH - Black Hats

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The lightweight, easy-to-wear, packable Adams Homburg 25338BH from Bailey of Hollywood checks all of the boxes. With its universally-flattering design and durable construction, it is the perfect accessory to keep you looking sharp. Packable &... more

$59.95

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Men's Bailey of Hollywood Lord Flat Cap 25241 - Charcoal Twill

Men's Bailey of Hollywood Lord Flat Cap 25241 - Charcoal Twill

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A quintessential combination of the classic Ivy cap silhouette and contemporary appeal makes the Bailey of Hollywood Lord Flat Cap an ideal addition to your accessory ensemble. This satin-lined hat is crafted from a wool blend fabric and finished with... more

$89.95

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Men's Bailey of Hollywood Dollis Newsboy Cap 25503 - Black Hats

Men's Bailey of Hollywood Dollis Newsboy Cap 25503 - Black Hats

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A perfect addition to your accessory collection, the Bailey of Hollywood Dollis Newsboy Cap style and comfort in equal measure. Made from polyester, this hat is fully lined and finished with a comfort sweatband. Comfort sweatband 100% polyester Spot... more

$59.95

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Men's Bailey of Hollywood Lord Windowpane Plaid Flat Cap 25237 -

Men's Bailey of Hollywood Lord Windowpane Plaid Flat Cap 25237 -

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The Lord Windowpane Plaid Flat Cap 25237 from Bailey of Hollywood has a distinct style, yet is perfect for giving you that "everyman" look. This sophisticated accessory will flesh out your wardrobe handsomely, with its contemporary touches and classic... more

$79.95

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Men's Bailey of Hollywood Dollis Newsboy Cap 25503 - Olive Hats

Men's Bailey of Hollywood Dollis Newsboy Cap 25503 - Olive Hats

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A perfect addition to your accessory collection, the Bailey of Hollywood Dollis Newsboy Cap style and comfort in equal measure. Made from polyester, this hat is fully lined and finished with a comfort sweatband. Comfort sweatband 100% polyester Spot... more

$59.95

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Men's Bailey of Hollywood Purdy Flat Cap 25488 - Cognac/Grey Hats

Men's Bailey of Hollywood Purdy Flat Cap 25488 - Cognac/Grey Hats

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The vintage-inspired Bailey of Hollywood Purdy Flat Cap is an ideal addition to your accessory ensemble. Crafted from a wool and polyester blend fabric, this Dockman-shape cap has a comfort sweatband. Flexible visor Comfort sweatband Fully lined 50%... more

$59.95

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Men's Bailey of Hollywood Hereford Fedora 37176 - Eclipse Hats

Men's Bailey of Hollywood Hereford Fedora 37176 - Eclipse Hats

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Look effortlessly stylish on your evening strolls wearing the lightweight and classic Bailey of Hollywood Hereford Fedora. This wool accessory has a long teardrop crown and a Japanese grosgrain trim that add a unique style. Fine woven sweatband Long... more

$134.95

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Men's Bailey of Hollywood Hereford Fedora 37176 - Caramel Hats

Men's Bailey of Hollywood Hereford Fedora 37176 - Caramel Hats

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Look effortlessly stylish on your evening strolls wearing the lightweight and classic Bailey of Hollywood Hereford Fedora. This wool accessory has a long teardrop crown and a Japanese grosgrain trim that add a unique style. Fine woven sweatband Long... more

$139.95

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Men's Bailey of Hollywood Hooper Fedora 81710BH - Earth Hats

Men's Bailey of Hollywood Hooper Fedora 81710BH - Earth Hats

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Stay on the right side of fashion with the contemporary Bailey of Hollywood Hooper Fedora. Featuring a teardrop crown with a gradient pattern, this hat rounds off a smart look. Gradient pattern Teardrop crown with toyolene construction 1¾" snap brim... more

$69.95

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Men's Bailey of Hollywood Waits 81810 - Sand Hats

Men's Bailey of Hollywood Waits 81810 - Sand Hats

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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 Vito 25331 - Black Mix Hats

Men's Bailey of Hollywood Vito 25331 - Black Mix Hats

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This classic and sophisticated braided fedora from the Breed collection features a teardrop crown and a 1 5/8" snap brim. more

$69.95

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Men's Bailey of Hollywood Elliott 81652 - Navy Hats

Men's Bailey of Hollywood Elliott 81652 - Navy Hats

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The Elliott hat captures colorful elegance and the luxury of simplicity. Features a center dent crown and a 2" pre-snap brim. more

$59.95

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Men's Bailey of Hollywood Derby 3816 - Brown Hats

Men's Bailey of Hollywood Derby 3816 - Brown Hats

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The Derby is a wool felt hat with a derby crown and a 2 1/8" roll brim with binding. more

$94.95

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Men's Bailey of Hollywood Tino 7001 - Navy Hats

Men's Bailey of Hollywood Tino 7001 - Navy Hats

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LiteFelt® hats combine traditional artisanship with today's leading technology to produce a revolutionary water repellent hat in 100% wool felt. Soft and packable, with remarkable memory, LiteFelt® hats always spring back to their original shape. This... more

$94.95

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Men's Bailey of Hollywood Brooks 22721 - Sepia Hats

Men's Bailey of Hollywood Brooks 22721 - Sepia Hats

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The Panama hat is hand woven in Ecuador. The art of hat weaving has been inherited from their Inca ancestors and passed from generation to generation. Fibers used to weave the Panama hat are from the Toquilla plant. Featuring a teardrop crown and a 2... more

$139.95

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Men's Bailey of Hollywood Hanson 63112 - Natural/Blue Print Hats

Men's Bailey of Hollywood Hanson 63112 - Natural/Blue Print Hats

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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... more

$109.95

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Men's Bailey of Hollywood Lando 63257 - White Hats

Men's Bailey of Hollywood Lando 63257 - White Hats

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The Lando 63257 is a water repellant hat with 2" snap brim and center dent crown. more

$74.95

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Men's Bailey of Hollywood Lord 25202 - Black Hats

Men's Bailey of Hollywood Lord 25202 - Black Hats

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A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made of 70% wool and 30% polyester. more

$74.95

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Men's Bailey of Hollywood Salem 81650 - Navy Hats

Men's Bailey of Hollywood Salem 81650 - Navy Hats

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Natural and processed fibers are skillfully woven together in unique and unusual patterns of texture and blocked in modern shapes with precision. Bailey takes deep pride in expertly crafting and interweaving beauty and utility. Features a center dent... more

$59.95

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Men's Bailey of Hollywood Lord 25202 - Carmel Hats

Men's Bailey of Hollywood Lord 25202 - Carmel Hats

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A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made of 70% wool and 30% polyester. more

$74.95

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Men's Bailey of Hollywood Jett 1451 - Black Hats

Men's Bailey of Hollywood Jett 1451 - Black Hats

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Bailey® Jet Nap Finish hats are made from an exclusive blend of 100% virgin wool fibers in premium wool felt. A unique, silk-like finish adds a slight sheen to these luxurious, fully lined hats. Features a 2" snap brim and a porkpie crown. more

$94.95

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Men's Bailey of Hollywood Harker 1452 - Hemlock Hats

Men's Bailey of Hollywood Harker 1452 - Hemlock Hats

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This derby crown features a stingy rolled brim with binding. more

$109.95

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Men's Bailey of Hollywood Jackman 1369 - Dark Brown Hats

Men's Bailey of Hollywood Jackman 1369 - Dark Brown Hats

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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 Curtis 7005 - Navy Hats

Men's Bailey of Hollywood Curtis 7005 - Navy Hats

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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 Wynn 7016 - Black Hats

Men's Bailey of Hollywood Wynn 7016 - Black Hats

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The Wynn is a Litefelt® hat with a tear drop crown and a 1 3/4" snap brim. more

$82.95

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Men's Bailey of Hollywood Derby 3816 - White Hats

Men's Bailey of Hollywood Derby 3816 - White Hats

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The Derby is a wool felt hat with a derby crown and a 2 1/8" roll brim with binding. more

$94.95

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(175,000+)
Men's Bailey of Hollywood Vito 25331 - Oak Mix Hats

Men's Bailey of Hollywood Vito 25331 - Oak Mix Hats

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This classic and sophisticated braided fedora from the Breed collection features a teardrop crown and a 1 5/8" snap brim. more

$69.95

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Men's Bailey of Hollywood Inglis Fedora 70600 - Steel Hats

Men's Bailey of Hollywood Inglis Fedora 70600 - Steel Hats

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The Inglis Fedora is made from LiteFelt® which is durable, packable and water resistant. This hat features a grad crown, 3" brim and a fine woven sweatband. Made of 100% Wool. more

$94.95

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Men's Bailey of Hollywood Perry 37161 - Navy Hats

Men's Bailey of Hollywood Perry 37161 - Navy Hats

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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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