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Men's Bailey of Hollywood Gadis Newsboy Cap 25511 - Rust Hats

Men's Bailey of Hollywood Gadis Newsboy Cap 25511 - Rust Hats

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Get an instant retro look wearing the Bailey of Hollywood Gadis Newsboy Cap. This newsboy cap features fleece-lined earflaps and a Comfort sweatband. Fleece lined earflaps Comfort sweatband Hidden earflap detail 50% wool, 50% polyester Spot clean Style... more

$64.95

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(175,000+)
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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(175,000+)
Bailey of Hollywood Men's Lord Plaid, Brown Plaid, Small

Bailey of Hollywood Men's Lord Plaid, Brown Plaid, Small

Our est.1922 hat highlights heritage and distinctive styles that are classic, timeless and essential to every bailey man of style who appreciates distinctive details with decades of quality, craftsmanship and experience. We took shapes from the... more

$74.95

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Bailey of Hollywood Men's Guthrie, Natural/Black, Small

Bailey of Hollywood Men's Guthrie, Natural/Black, Small

Soft and lightweight yet structured and durable, the bailey of Hollywood guthrie hat is a take on a classic fedora silhouette rendered using ultra-modern production methods. The guthrie represents the most skilled application of bailey's original lite... more

$97.97

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Bailey of Hollywood Men's Salem, Black, S

Bailey of Hollywood Men's Salem, Black, S

A tried and true bailey classic toyo braid, featuring a neutral color palette with a custom pop color striped band. more

$54.10

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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 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 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

$79.95

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Bailey of Hollywood Men's Salem Fedora, Storm, Medium

Bailey of Hollywood Men's Salem Fedora, Storm, Medium

A tried and true bailey classic toyo braid, featuring a neutral color palette with a custom pop color striped band more

$59.95

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Bailey of Hollywood Men's Wynn, Oxblood, L

Bailey of Hollywood Men's Wynn, Oxblood, L

The wynn features a teardrop crown paired with a unique contour snap brim. It's flattering shape is crafted out of our shape retentive, water repellant lite felt body. Then trimmed with a Japanese grosgrain band and finished with a comfort sweatband. more

$66.00

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Bailey of Hollywood Men's Waddel Hat L, Olive, M

Bailey of Hollywood Men's Waddel Hat L, Olive, M

Bailey caps are famous for their superior fit and custom patterns. The waddell is a slim fitting contoured pub cap. It features a soft casual cotton blend herringbone exterior, and is fully lined with a comfort sweatband more

$22.47

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Bailey of Hollywood Men's Bryant Hat, Navy dot, XL

Bailey of Hollywood Men's Bryant Hat, Navy dot, XL

Bailey caps are famous for their superior fit and custom patterns. The bryant is our signature contour 5 panel cap. It is constructed out of a micro dot suiting fabric, fully lined with a comfort sweatband. more

$46.29

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Bailey of Hollywood Men's Stokes Hat, Black, S

Bailey of Hollywood Men's Stokes Hat, Black, S

Stokes is a classic Teardrop crown paired with a Snap Brim. It is constructed out of a light weight Winter Knit crown and Winter Braid brim and finished with a Comfort Sweatband. more

$55.76

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Bailey of Hollywood Men's Cordero Hat, Navy, S

Bailey of Hollywood Men's Cordero Hat, Navy, S

Bailey caps are famous for their superior fit and custom patterns. The Cordero is our signature Contour 5 Panel Cap. It is constructed out of a wool blend speckled tweed fabric, fully lined with a Comfort Sweatband. more

$44.39

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Bailey of Hollywood Men's Craig Braided Fedora Trilby Hat, Graphite, S

Bailey of Hollywood Men's Craig Braided Fedora Trilby Hat, Graphite, S

The craig is a center dent crown paired with a 2 inch more

$66.99

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Bailey of Hollywood Men's Chiron Plaid Ivy Cap, Light Blue, M

Bailey of Hollywood Men's Chiron Plaid Ivy Cap, Light Blue, M

Bailey caps are famous for their superior fit and custom patterns. The chiron is a classic flat cap with a flattering contoured fit, in a summery cotton/linen blend plaid fabric. It is fully lined and complete with a comfort sweatband. more

$46.75

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Bailey of Hollywood Men's Garrell Braided Drop Brim Fedora Hat, Natural, L

Bailey of Hollywood Men's Garrell Braided Drop Brim Fedora Hat, Natural, L

The Farrell is a flattering teardrop crown with a 2 3/4 inch more

$56.89

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Bailey of Hollywood Men's Donovan Ganbler Fedora Hat, Natural, XL

Bailey of Hollywood Men's Donovan Ganbler Fedora Hat, Natural, XL

The donovan is a gambler crown paired with a 3 inch more

$68.47

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Bailey of Hollywood Men's Bayard Fedora Trilby Hat, Wolf, S

Bailey of Hollywood Men's Bayard Fedora Trilby Hat, Wolf, S

Bayard is our teardrop crown paired with a medium casual brim. It's blocked out of our shape retentive, water repellant toyo lite straw body and trimmed with a natural leather band. The hat is then finished with a performance dri-lex wicking sweatband. more

$94.95

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Bailey of Hollywood Men's Shelley Fedora Bucket Hat, Navy, XL

Bailey of Hollywood Men's Shelley Fedora Bucket Hat, Navy, XL

The shelley is a teardrop crown paired with a stingy brim blocked out of a soft wash toyo braid body. It is trimmed with a bleach wash toyo braid band and finished with a comfort sweatband. more

$48.16

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Bailey of Hollywood Men's Engman Fedora Trilby Hat, Iron, S

Bailey of Hollywood Men's Engman Fedora Trilby Hat, Iron, S

Engman is our classic grad crown paired with a medium brim. It's blocked out of our shape retentive, water repellant toyo lite straw body and trimmed with a natural leather band. The hat is then finished with a performance dri-lex wicking sweatband. more

$72.59

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Bailey of Hollywood Men's Lando Fedora Trilby Hat, Khaki, XL

Bailey of Hollywood Men's Lando Fedora Trilby Hat, Khaki, XL

The lando fedora is made with a lite straw finish that is durable, flexible, and water-repellent. It's universally flattering center dent crown and 2' snap brim is proudly crafted in the usa. A classic best seller. more

$74.99

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Bailey of Hollywood Men's Shelley Fedora Bucket Hat, Navy, M

Bailey of Hollywood Men's Shelley Fedora Bucket Hat, Navy, M

The shelley is a teardrop crown paired with a stingy brim blocked out of a soft wash toyo braid body. It is trimmed with a bleach wash toyo braid band and finished with a comfort sweatband. more

$44.75

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Bailey of Hollywood Men's Outen Fedora Trilby Hat, Nomad, M

Bailey of Hollywood Men's Outen Fedora Trilby Hat, Nomad, M

Outen is our teardrop crown paired with a medium snap brim. It's blocked out of our shape retentive, water repellant toyo lite straw body and trimmed with a Japanese grosgrain band. Finished with a feather, vintage flooring nail and dri-lex sweatband. more

$109.99

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Bailey of Hollywood Men's Maddow Fedora Trilby Hat, Bleached Black, S

Bailey of Hollywood Men's Maddow Fedora Trilby Hat, Bleached Black, S

Maddow is our grad crown paired with a flat brim. It's blocked out of our shape retentive, water repellant shantung lite straw body with a hand bleached crown. Finished with Japanese grosgrain band and comfort sweatband. more

$51.14

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Bailey of Hollywood Men's Mullan Braided Fedora Hat, Black, S

Bailey of Hollywood Men's Mullan Braided Fedora Hat, Black, S

The mullan is a center dent crown paired with a 2 3/4 inch more

$74.95

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Bailey of Hollywood Men's Lichter Braided Stripe Fedora Hat, Natural, M

Bailey of Hollywood Men's Lichter Braided Stripe Fedora Hat, Natural, M

The lichter is a center dent crown paired with a snap brim blocked out of a fine melange dye braid body. It features contrast striped crown and band, then finished with a comfort sweatband. more

$56.71

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Bailey of Hollywood Men's Brandt, Black Mix, Small

Bailey of Hollywood Men's Brandt, Black Mix, Small

Our poet hats embody all rugged and masculine styles that are inspired by the fortitude and courage of the old west, an ode to our western heritage. These hats are comfortable, tough, casual, functional, and rooted in masculinity. Ideal for the... more

$94.93

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Bailey of Hollywood Men's Sydney Fedora, Sienna, Large

Bailey of Hollywood Men's Sydney Fedora, Sienna, Large

Featuring hand-woven fibers that provide for years of stylish comfort, this stingy brim straw hat is easy to wear. Stingy trilbies are quickly becoming a staple for anyone in the fashion know, and the Sydney is a confident straw shape to be enjoyed more

$149.95

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Bailey of Hollywood Men's Hooper Fedora, Natural, Small

Bailey of Hollywood Men's Hooper Fedora, Natural, Small

Gradient pattern fine toyolene teardrop crown braid fedora with snap brim more

$70.37

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Bailey of Hollywood Men's Gold-Ring, Basalt, Large

Bailey of Hollywood Men's Gold-Ring, Basalt, Large

This hat is made with our famous lite felt finish, a revolutionary treatment process that takes a natural unstiffened premium wool felt hat and makes it water repellant and shape retentive. Lite felt(r) adds a tough and indestructible element,... more

$69.99

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Bailey of Hollywood Men's Dodgson Hat, Gunmetal, L

Bailey of Hollywood Men's Dodgson Hat, Gunmetal, L

The dodgson is a distinguished mix of a teardrop crown and contour snap brim. It is crafted out of our shape retentive, water repellant lite felt body. Then trimmed with a natural leather band with contrast stitch detail and a comfort sweatband. more

$79.05

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Bailey of Hollywood Men's Gandy Hat, Black, S

Bailey of Hollywood Men's Gandy Hat, Black, S

Gandy is a easy to wear Low Profile Pinch Front Crown with a Turn Down Brim. It is crafted out of our LiteFelt body which offers superior shape retention and water repellency. Finished with a leather and Japanese grosgrain trim and Comfort Sweatband more

$74.33

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Bailey of Hollywood Men's Lord Wool, Charcoal Twill, L

Bailey of Hollywood Men's Lord Wool, Charcoal Twill, L

The lord wool twill is a classic ivy cap silhouette in a fine wool blend wool fabric. It features a satin liner and a grosgrain sweatband. Made in Italy. more

$68.55

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Bailey of Hollywood Men's Bogan Hat, Saddle, M

Bailey of Hollywood Men's Bogan Hat, Saddle, M

The bogan is a classic center dent crown with a snap brim. It is crafted out of our elite finish body, made out of our finest wool available. It is trimmed with a Japanese grosgrain band, fully lined, with a fine woven sweatband. more

$100.98

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Bailey of Hollywood Men's Barkley Hat, Black, M

Bailey of Hollywood Men's Barkley Hat, Black, M

Barkley is our easy to wear low pinch front crown with a turn down brim. It is crafted out of our polished wool felt body and trimmed with a double layer, contrast color Japanese grosgrain band. This hat is fully lined with a cotton comfort sweatband. more

$92.57

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