Men's Bailey of Hollywood Tor Fedora 22768BH - Natural/Black Dot Hats

Men's Bailey of Hollywood Tor Fedora 22768BH - Natural/Black Dot Hats

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Add a Western-inspired element to your look with the Bailey of Hollywood Tor Fedora. A custom hand-woven dot pattern and a Japanese grosgrain band add a modernized edge to finish the design. Hand-woven construction Japanese grosgrain band Panama-style... more

$184.95

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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 Hollis 7049 - Black Hats

Men's Bailey of Hollywood Hollis 7049 - Black Hats

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The Hollis hat is a smart remodeling of the glamorous 1920s Hollywood-style hats. It is highlighted by luxurious wool and felt fabric construction. With a derby crown shape, the hat is practical yet sophisticated and quirky yet classic. 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 Lord Windowpane Plaid Flat Cap 25237 - Charcoal Hats

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

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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 Sydney 22703 - Natural Hats

Men's Bailey of Hollywood Sydney 22703 - Natural 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 1... more

$149.95

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Men's Bailey of Hollywood Berle Fedora 81702 - Charcoal Hats

Men's Bailey of Hollywood Berle Fedora 81702 - Charcoal Hats

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The Berle Fedora features a toyolene crochet vented crown with a braid snap brim. This hat is perfect for the fashionable trendsetter. Made of 50% Paper & 50% Polypropylene. more

$84.95

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Men's Bailey of Hollywood Dalton 1362 - Tan Hats

Men's Bailey of Hollywood Dalton 1362 - Tan Hats

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For every outdoorsman, these water repellent classics are the quintessential must haves. Expertly made, these superior standards are proven to last a lifetime. Featuring a safari crease crown and a 2 5/8" turn down brim. more

$52.45

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Men's Bailey of Hollywood Gaunt 25410 - Black Hats

Men's Bailey of Hollywood Gaunt 25410 - Black Hats

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This cossack style hat is made from leather and has a faux fur lining. more

$95.00 $77.95

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Men's Bailey of Hollywood Spencer 63200 - Natural Hats

Men's Bailey of Hollywood Spencer 63200 - Natural Hats

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Previously stiff, structured hats are now finished in supple LiteStraw® to enhance these expertly crafted styles inspired by nature. Woven in unique and timeless patterns for effortless elegance and comfort. Features a teardrop crown and a 2 3/8"... more

$79.95

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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 Ice 3813 - Black Hats

Men's Bailey of Hollywood Ice 3813 - Black Hats

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Bailey® premium wool felt hats are made with the finest grade if 100% virgin wool fibers, denoting a distinction in finish and a superiority of style. Hats is fully lined and made in the USA. Features a 5" tall crown and a 2 1/8" roll brim w/binding. more

$94.95

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Men's Bailey of Hollywood Lord 25203 - Black Herringbone Hats

Men's Bailey of Hollywood Lord 25203 - Black Herringbone Hats

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A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy in both pure wool or wool/cashmere blends. Featuring an ivy cap crown. more

$79.95

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Men's Bailey of Hollywood Porkpie 6104 - Black Hats

Men's Bailey of Hollywood Porkpie 6104 - Black Hats

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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 Billy 81670 - Espresso Hats

Men's Bailey of Hollywood Billy 81670 - Espresso Hats

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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

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Men's Bailey of Hollywood Blixen 7034 - Navy Hats

Men's Bailey of Hollywood Blixen 7034 - Navy Hats

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The Blixen is a Litefelt® hat with a center dent crown and a 2 1/2" snap brim. more

$87.95

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Men's Bailey of Hollywood Billy 81670 - Latte Hats

Men's Bailey of Hollywood Billy 81670 - Latte Hats

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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

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Men's Bailey of Hollywood Tino 7001 - Red Hats

Men's Bailey of Hollywood Tino 7001 - Red 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

$79.95

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Men's Bailey of Hollywood Harston 90053 - Sky Hats

Men's Bailey of Hollywood Harston 90053 - Sky Hats

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The Harston is a quality cap from Bailey of Hollywood. more

$54.95

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Men's Bailey of Hollywood Thurman 22701 - Natural Hats

Men's Bailey of Hollywood Thurman 22701 - Natural Hats

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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 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 Fedora 7002 - Cobalt Hats

Men's Bailey of Hollywood Fedora 7002 - Cobalt 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

$89.95

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Men's Bailey of Hollywood Galvin Plaid 25220 - Green Plaid Hats

Men's Bailey of Hollywood Galvin Plaid 25220 - Green Plaid Hats

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

$84.95

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Men's Bailey of Hollywood Lord 25202 - Brown Hats

Men's Bailey of Hollywood Lord 25202 - Brown 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 Galvin 25210 - Black Hats

Men's Bailey of Hollywood Galvin 25210 - Black Hats

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A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy in both pure wool or wool/cashmere blends. Featuring an 8/4 cap crown. more

$79.95

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Men's Bailey of Hollywood Yates 7012 - Black Hats

Men's Bailey of Hollywood Yates 7012 - Black Hats

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The Yates features Litefelt® construction, a teardrop crown, and a 2 1/4" contour brim. more

$89.95

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Men's Bailey of Hollywood Riff 7100 - Black Hats

Men's Bailey of Hollywood Riff 7100 - Black Hats

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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 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 Perry 37161 - Sage Hats

Men's Bailey of Hollywood Perry 37161 - Sage 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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Men's Bailey of Hollywood Snyder 22703 - Steel Fedoras

Men's Bailey of Hollywood Snyder 22703 - Steel Fedoras

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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 1... more

$149.95

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Men's Bailey of Hollywood Mannes 81690 - Overcast Hats

Men's Bailey of Hollywood Mannes 81690 - Overcast Hats

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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 1/2" snap brim. more

$59.95

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Men's Bailey of Hollywood Madison 6105 - Senate Hats

Men's Bailey of Hollywood Madison 6105 - Senate Hats

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The Madison features fur felt construction, a center dent crown, and a 2 1/8" snap brim. more

$224.95

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Men's Bailey of Hollywood Haden 25333 - River Rock Hats

Men's Bailey of Hollywood Haden 25333 - River Rock Hats

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1 5/8' Snap Brim with a Tear Drop Crown 73% Acrylic, 18% Polypropylene, 9% Polyester. more

$69.95

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Men's Bailey of Hollywood Telemannes Pork Pie 81699 - Brown Multi Hats

Men's Bailey of Hollywood Telemannes Pork Pie 81699 - Brown Multi Hats

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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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(175,000+)
Men's Bailey of Hollywood Riff 7100 - Mink Hats

Men's Bailey of Hollywood Riff 7100 - Mink Hats

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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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(175,000+)
Men's Bailey of Hollywood Telemannes Pork Pie 81699 - Natural Multi Hats

Men's Bailey of Hollywood Telemannes Pork Pie 81699 - Natural Multi Hats

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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 Ammon Fedora 37173BH - Steel Hats

Men's Bailey of Hollywood Ammon Fedora 37173BH - Steel Hats

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The Ammon Fedora 37173BH from Bailey of Hollywood will keep you looking sharp. Bailey's skilled artisans refine the high quality wool that they use to shape this brilliant hat using a proprietary sanding process, and guarantee that it will look great,... more

$134.95

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(175,000+)
Men's Bailey of Hollywood Briar 7006 - Woodland Mix Hats

Men's Bailey of Hollywood Briar 7006 - Woodland Mix 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

$89.95

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(175,000+)
Men's Bailey of Hollywood Billy 81670 - Driftwood Hats

Men's Bailey of Hollywood Billy 81670 - Driftwood Hats

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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

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(175,000+)
Men's Bailey of Hollywood Hanson 63112 - Natural/Light Blue Hats

Men's Bailey of Hollywood Hanson 63112 - Natural/Light Blue 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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(175,000+)

More information about Men's Hats

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