Best Seller
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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Best Seller
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

$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 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

$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 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 Soren Ivy Cap, Sand, M

Bailey of Hollywood Men's Soren Ivy Cap, Sand, M

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

$44.16

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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

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

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

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

$72.33

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

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

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

$63.92

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Bailey of Hollywood Men's Graham Paneled Flat Ivy RAIN Cap, Navy, M

Bailey of Hollywood Men's Graham Paneled Flat Ivy RAIN Cap, Navy, M

Bailey caps are famous for their superior fit and custom patterns. Graham is our 8 panel cap. It is carefully constructed out of a performance water resistant poplin fabric. This hat is fully lined and finished with a comfort sweatband. more

$44.95

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Bailey of Hollywood Men's MARNUL Velvet CORDROY Army Cap HAT, Chocolate, L/XL

Bailey of Hollywood Men's MARNUL Velvet CORDROY Army Cap HAT, Chocolate, L/XL

Bailey caps are famous for their superior fit and custom patterns. Marnul is our vintage inspired army cap. It is constructed out of a luxurious velvet cord fabric. This hat is fully lined and finished with a comfort sweatband. more

$50.00

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Bailey of Hollywood Men's Craven, Navy, Small

Bailey of Hollywood Men's Craven, Navy, 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

$80.66

FREE shipping

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

Bailey of Hollywood Men's Gold-Ring, Black, 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

FREE shipping

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Bailey of Hollywood Men's Sperling, Bluestone, Medium

Bailey of Hollywood Men's Sperling, Bluestone, Medium

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

$99.99

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Bailey of Hollywood Men's Hender, Walnut, X-Large

Bailey of Hollywood Men's Hender, Walnut, X-Large

This Doeskin(r) finish hat contains a light shellac to add crispness to the shape and finish of the hats similar to hats worn in the 1940 inch. The center dent crown is paired with a slight snap brim that remains up all the way around. The look is... more

$89.90

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Bailey of Hollywood Men's Telemannes Porkpie, Reef Multi, Large

Bailey of Hollywood Men's Telemannes Porkpie, Reef Multi, Large

The Telemann's features our custom color mixed braid with a solid color contrast inset band. The trend right pork pie shape and array of colors are sure to make this style a favorite more

$55.57

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Bailey of Hollywood Men's Blackburn, Honey, Large

Bailey of Hollywood Men's Blackburn, Honey, Large

The bailey of Hollywood blackburn boasts traditional fedora styling with a minimalist Japanese grosgrain trim. The fine woven shantung straw is features our proprietary lite straw finish along with a wide brim for superior sun protection. more

$94.44

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Bailey of Hollywood Men's Joad, Mojave, Medium

Bailey of Hollywood Men's Joad, Mojave, Medium

The road is a traditional toyo lite straw trimmed with a layered band of Japanese grosgrain and natural leather. more

$91.88

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

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

Blixen is our signature Center Dent Crown paired with a medium Snap Brim. Blocked out of our shape retentive, water repellant LiteFelt body and trimmed with a Japanese grosgrain band. Then accented with a removable feather and Comfort Sweatband. more

$85.00

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Bailey of Hollywood Men's Stokes Hat, Heather Grey, S

Bailey of Hollywood Men's Stokes Hat, Heather Grey, 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

$56.00

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

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

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

$60.00

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

Bailey of Hollywood Men's Barkley Hat, Navy, 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

$48.56

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Bailey of Hollywood Men's Jackman, Forest Night, S

Bailey of Hollywood Men's Jackman, Forest Night, S

The jackman features our low profile pinch front crown and casual brim. It's crafted out of our lightweight 4 oz lite felt that's water repellant, shape retentive, packable, complete with dust bag. Vegan leather trim and finished with a fine woven... more

$78.29

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Bailey of Hollywood Men's Ammon, Peacoat, M

Bailey of Hollywood Men's Ammon, Peacoat, M

The ammon is a universally wearable teardrop crown with a turndown 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

$99.85

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

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

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

$75.02

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

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

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

$62.20

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