Best Seller
Bailey Western Men's Double Tall Cowboy Hat, Natural/Black, 7 1/4

Bailey Western Men's Double Tall Cowboy Hat, Natural/Black, 7 1/4

Double tall is a two tone straw hat with a plaid vented pattern on crown. It comes with a thin southwestern inspired laser etched grosgrain band more

$62.63

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Bailey Western Men's Rustler Cowboy Hat, Natural, 7

Bailey Western Men's Rustler Cowboy Hat, Natural, 7

Rustler is a natural colored cattleman crown straw hat. A nice leather band with buckle set around the crown more

$60.37

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Best Seller
Bailey of Hollywood Men's Fedora Hat, Black, L

Bailey of Hollywood Men's Fedora Hat, Black, L

The fedora features our signature fedora crown and snap brim. It's crafted out of our signature shape retentive, water repellant lite felt body. Then trimmed with a Japanese grosgrain band, removable feather and finished with a comfort sweatband. more

$86.07

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

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

The fedora features our signature fedora crown and snap brim. It's crafted out of our signature shape retentive, water repellant lite felt body. Then trimmed with a Japanese grosgrain band, removable feather and finished with a comfort sweatband. more

$86.07

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Bailey of Hollywood Men's Falc Hat, Denim Stripe, S

Bailey of Hollywood Men's Falc Hat, Denim Stripe, S

Bailey caps are famous for their superior fit and custom patterns. The britten is a classic 8/4 cap in a work wear weight cotton blend striped fabric. It is fully lined, complete with a comfort sweatband. more

$44.00

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

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

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

$94.39

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

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

Bailey caps are famous for their superior fit and custom patterns. The Ashton is a classic 8/4 cap in a luxurious velvet dot material. It is fully lined and complete with a Comfort Sweatband. more

$44.91

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

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

Lanth is a classic Fedora Crown with a Snap Brim. It is crafted out of our Polished Wool Felt body then trimmed with a sueded Wool Felt band for textural and color contrast. This hat is fully lined with a Comfort Sweatband. more

$92.35

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Bailey of Hollywood Men's Pelly Braided Fedora Trilby Hat, Gray, S

Bailey of Hollywood Men's Pelly Braided Fedora Trilby Hat, Gray, S

The belly is a flattering teardrop crown with a stingy snap brim constructed out of our melange dye braid. It is finished with a color blocked contrast self braid band and comfort sweatband. more

$33.11

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Bailey of Hollywood Men's Craig Braided Fedora Trilby Hat, Natural, L

Bailey of Hollywood Men's Craig Braided Fedora Trilby Hat, Natural, L

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

$61.70

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Bailey of Hollywood Men's Mannesroe Braided Fedora Trilby Hat, Overcast, M

Bailey of Hollywood Men's Mannesroe Braided Fedora Trilby Hat, Overcast, M

The mannesroe fedora in bailey's braid collection is a bold yet stylishly sophisticated for the summers evening activities. The multi colored pattern gives this fedora an eye catching appeal and before you know it all of your friends will be asking... more

$46.85

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Bailey of Hollywood Men's Mullan Braided Fedora Hat, Copper, XL

Bailey of Hollywood Men's Mullan Braided Fedora Hat, Copper, XL

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

$60.68

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Bailey of Hollywood Men's Wilshire Fedoa Trilby Hat with Vented Crown, Shell, XL

Bailey of Hollywood Men's Wilshire Fedoa Trilby Hat with Vented Crown, Shell, XL

The Wilshire is constructed out of a super fine toylene braid and finished with a traditional grosgrain band. The rounded teardrop crown has a vented pattern for increased air circulation. This sophisticated style is perfect for keeping you looking... more

$71.99

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Bailey of Hollywood Men's Romeo Braided Straw Fedora Trilby Hat, Black Coffee, L

Bailey of Hollywood Men's Romeo Braided Straw Fedora Trilby Hat, Black Coffee, L

What happens when you combine the beauty of our popular braids with fine raffia straw. The romeo features naturally multi colored raffia straw braid in a medium brim fedora with grosgrain band complete with contrast raffia braid piping. A statement in... more

$89.95

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

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

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

$32.34

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

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

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

$56.59

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Bailey of Hollywood Men's Garrell Braided Drop Brim Fedora Hat, Cocoa, S

Bailey of Hollywood Men's Garrell Braided Drop Brim Fedora Hat, Cocoa, S

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

$75.99

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Bailey of Hollywood Men's Cosmo Fedora Trilby Hat, Silver, M

Bailey of Hollywood Men's Cosmo Fedora Trilby Hat, Silver, M

Cosmos is our grad crown paired with a 2 1/4 inch. Bailey of Hollywood more

$85.12

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Bailey of Hollywood Men's Winger Pork Pie Crown Boater Hat, Black, M

Bailey of Hollywood Men's Winger Pork Pie Crown Boater Hat, Black, M

Winger is our porkpie crown paired with a 2 3/8 inch more

$74.19

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Bailey of Hollywood Men's Romeo Braided Straw Fedora Trilby Hat, Navy Mix, M

Bailey of Hollywood Men's Romeo Braided Straw Fedora Trilby Hat, Navy Mix, M

What happens when you combine the beauty of our popular braids with fine raffia straw. The romeo features naturally multi colored raffia straw braid in a medium brim fedora with grosgrain band complete with contrast raffia braid piping. A statement in... more

$68.44

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Bailey of Hollywood Men's Frankie Braided Fedora Trilny Hat, Dark Natural, M

Bailey of Hollywood Men's Frankie Braided Fedora Trilny Hat, Dark Natural, M

The frankie is a classic center dent crown with a stingy snap brim constructed out of our melange dye braid. It is finished with a self braid band and comfort sweatband. more

$63.99

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Bailey Western Men's Covert Packable Litefelt Western HAT, Windsor, L

Bailey Western Men's Covert Packable Litefelt Western HAT, Windsor, L

In 1922, George s. Bailey founded the bailey hat company in los Angeles, california. Bailey saw the emerging need for a hat company that catered to the western market. The American west was booming and los Angeles was leading the charge. He catered... more

$78.09

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Bailey Western Men's Covert Packable Litefelt Western HAT, Windsor, S

Bailey Western Men's Covert Packable Litefelt Western HAT, Windsor, S

In 1922, George S. Bailey founded the bailey hat company in los Angeles, california. Bailey saw the emerging need for a hat company that catered to the western market. The American west was booming and los Angeles was leading the charge. He catered... more

$76.93

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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

$78.99

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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

$74.35

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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

$93.40

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

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

Hereford is a long teardrop crown with a medium brim. It is crafted out of our elite finish body, made out of our finest wool available. The hat is trimmed with a Japanese grosgrain band, un-lined for a lightweight feel, with a fine woven sweatband. more

$96.56

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Bailey Western Men's Seminole Western Cowboy Hat, tan, 7.375

Bailey Western Men's Seminole Western Cowboy Hat, tan, 7.375

Seminole is a bangora straw hat with a thunderbird vent pattern on the sides of the crown. Its grosgrain band has a blanket stitch detail and is topped with a woven belting that has antique brass end caps. more

$75.00

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Bailey of Hollywood Men's Hartley Contrast Patterned Weave Fedora Hat, Maize, S

Bailey of Hollywood Men's Hartley Contrast Patterned Weave Fedora Hat, Maize, S

Hartley is our classic rounded teardrop crown paired with a 2 1/2 inch more

$109.99

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

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

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

$47.90

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Bailey of Hollywood Men's Billy Braided Fedora Trilby Hat, Gravel, S

Bailey of Hollywood Men's Billy Braided Fedora Trilby Hat, Gravel, S

Our best-selling billy style is a modern trilby silhouette available in a wide array of colors. This custom woven toyo braid features a tonal braided band trim and a comfort sweatband. more

$54.71

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Bailey of Hollywood Men's Frankie Braided Fedora Trilny Hat, soot, M

Bailey of Hollywood Men's Frankie Braided Fedora Trilny Hat, soot, M

The frankie is a classic center dent crown with a stingy snap brim constructed out of our melange dye braid. It is finished with a self braid band and comfort sweatband. more

$57.96

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Bailey of Hollywood Men's Frankie Braided Fedora Trilny Hat, soot, L

Bailey of Hollywood Men's Frankie Braided Fedora Trilny Hat, soot, L

The frankie is a classic center dent crown with a stingy snap brim constructed out of our melange dye braid. It is finished with a self braid band and comfort sweatband. more

$68.86

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Bailey of Hollywood Men's Kalix Fedora Trilby Hat, Navy Heather, L

Bailey of Hollywood Men's Kalix Fedora Trilby Hat, Navy Heather, L

The kali is a rounded teardrop crown with a 2 1/2 inch more

$68.46

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Bailey of Hollywood Men's Bayard Fedora Trilby Hat, Caper, L

Bailey of Hollywood Men's Bayard Fedora Trilby Hat, Caper, L

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 Engman Fedora Trilby Hat, Iron, L

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

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

$75.15

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Bailey of Hollywood Men's Romeo Braided Straw Fedora Trilby Hat, Black Coffee, M

Bailey of Hollywood Men's Romeo Braided Straw Fedora Trilby Hat, Black Coffee, M

What happens when you combine the beauty of our popular braids with fine raffia straw. The romeo features naturally multi colored raffia straw braid in a medium brim fedora with grosgrain band complete with contrast raffia braid piping. A statement in... more

$30.63

FREE shipping

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Bailey of Hollywood Men's Remick Fedora Hat, Navy, L

Bailey of Hollywood Men's Remick Fedora Hat, Navy, L

Remick is our gambler crown paired with a 2" brim. It's blocked out of our shape retentive, water repellant custom weave toyo lite straw body and trimmed with a Japanese grosgrain band. Finished with a comfort sweatband. more

$89.99

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Bailey of Hollywood Men's Creel Straw Fedora Trilby Hat Band, Natural/Black Taupe Stripe, L

Bailey of Hollywood Men's Creel Straw Fedora Trilby Hat Band, Natural/Black Taupe Stripe, L

A shantung 'straw' hat is made from high performance paper rolled into a fine yarn and then woven, a process perfected by the Japanese in 610 a.D. This lighter yet very strong wash i paper offered a perfect panama alternative and was dubbed the... more

$85.04

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