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Men's Bailey of Hollywood Fedora 7002 - Black Hats

Men's Bailey of Hollywood Fedora 7002 - Black Hats

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

Men's Bailey of Hollywood Fedora 7002 - Black Hats

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...

Shoebuy.com

(150,000+)

$64.95

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Shoebuy.com

(150,000+)
Bailey Edsel - Fur Fedora Hat

Bailey Edsel - Fur Fedora Hat

Take a step back from your norm and add a touch of high fashion to your wardrobe with the Edsel fur fedora from Bailey of Hollywood. Made in America's oldest factory in Adamstown, Pennsylvania, the Edsel is crafted from a superior fur blend and then... ... more

Bailey Edsel - Fur Fedora Hat

Take a step back from your norm and add a touch of high fashion to your wardrobe with the Edsel fur fedora from Bailey of Hollywood. Made in America's oldest factory in Adamstown, Pennsylvania, the Edsel is crafted from a superior fur blend and then...

Hatcountry

(2,500+)

$265.98 $212.78

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Hatcountry

(2,500+)
Bailey New Yorker Hat

Bailey New Yorker Hat

Bailey New Yorker Fedora Hat- Long a mainstay in the Bailey Heritage Collection. Calls to mind classic elegance, Mad Men, and Old Hollywood style. Wool felt fedora with a 1 7/8" brim that is snapped-down in the front. Center-dent crown. Full satin... ... more

Bailey New Yorker Hat

Bailey New Yorker Fedora Hat- Long a mainstay in the Bailey Heritage Collection. Calls to mind classic elegance, Mad Men, and Old Hollywood style. Wool felt fedora with a 1 7/8" brim that is snapped-down in the front. Center-dent crown. Full satin...

DelMonico Hatter

$81.95

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Bailey Kelmscott Trapper Hat

Bailey Kelmscott Trapper Hat

The Bailey Kelmscott is a classic vintage-inspired trapper style hat made from soft high quality leather. The rounded crown is seamed for a comfortable fit, and the earflaps and back are paneled for a decorative touch. The hat is lined in soft... ... more

Bailey Kelmscott Trapper Hat

The Bailey Kelmscott is a classic vintage-inspired trapper style hat made from soft high quality leather. The rounded crown is seamed for a comfortable fit, and the earflaps and back are paneled for a decorative touch. The hat is lined in soft...

DelMonico Hatter

$200.00

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Bailey Cloyd - Mens Wool Fedora Hat

Bailey Cloyd - Mens Wool Fedora Hat

Clever and modern, the Cloyd from Bailey of Hollywood is designed for the new generation of fedora wearers. Based on the traditional design, the Cloyd has been updated with a dramatically sharp center crease crown. Custom lined and beautifully shaped,... ... more

Bailey Cloyd - Mens Wool Fedora Hat

Clever and modern, the Cloyd from Bailey of Hollywood is designed for the new generation of fedora wearers. Based on the traditional design, the Cloyd has been updated with a dramatically sharp center crease crown. Custom lined and beautifully shaped,...

Hatcountry

(2,500+)

$53.98 $48.58

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Hatcountry

(2,500+)
Bailey of Hollywood Cleve Roll Up Wool Fedora

Bailey of Hollywood Cleve Roll Up Wool Fedora

The Bailey of Hollywood Cleve Fedora features a leather hatband that circles half the crown and can be snapped around the hat when you roll it for packing and traveling. Fedora Shape 100% Lanolux Wool 2" Brim Rounded Pinch Front Crown Made in the USA ... more

Bailey of Hollywood Cleve Roll Up Wool Fedora

The Bailey of Hollywood Cleve Fedora features a leather hatband that circles half the crown and can be snapped around the hat when you roll it for packing and traveling. Fedora Shape 100% Lanolux Wool 2" Brim Rounded Pinch Front Crown Made in the USA

Fedoras.com

(250+)

$107.95

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Fedoras.com

(250+)
Bailey of Hollywood Kelmscott 25127 - Olive Hats

Bailey of Hollywood Kelmscott 25127 - Olive Hats

The Kelmscott trapper hat is make up of leather with soft shearling fur. ... more

Bailey of Hollywood Kelmscott 25127 - Olive Hats

The Kelmscott trapper hat is make up of leather with soft shearling fur.

Shoebuy.com

(150,000+)

$199.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Lord 25205 - Black Wool/Cashmere Hats

Men's Bailey of Hollywood Lord 25205 - Black Wool/Cashmere Hats

A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made from 100% pure wool. ... more

Men's Bailey of Hollywood Lord 25205 - Black Wool/Cashmere Hats

A superb fabric selection styled in updated traditional cap silhouettes, this collection is made in Italy. This ivy cap crown is made from 100% pure wool.

Shoebuy.com

(150,000+)

$70.00 $64.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Dalton 1362 - Olive/Olive Hats

Men's Bailey of Hollywood Dalton 1362 - Olive/Olive Hats

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

Men's Bailey of Hollywood Dalton 1362 - Olive/Olive Hats

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.

Shoebuy.com

(150,000+)

$52.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Dorsan 25453 - Tan Hats

Men's Bailey of Hollywood Dorsan 25453 - Tan Hats

This 6-Panel baseball cap features a leather peak and is constructed of a water repellent cotton blend. ... more

Men's Bailey of Hollywood Dorsan 25453 - Tan Hats

This 6-Panel baseball cap features a leather peak and is constructed of a water repellent cotton blend.

Shoebuy.com

(150,000+)

$49.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Galvin Herringbone 25212 - Black Herringbone Hats

Men's Bailey of Hollywood Galvin Herringbone 25212 - Black Herringbone Hats

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

Men's Bailey of Hollywood Galvin Herringbone 25212 - Black Herringbone Hats

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

Shoebuy.com

(150,000+)

$74.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Nichols 63214 - Natural Hats

Men's Bailey of Hollywood Nichols 63214 - Natural Hats

We searched the romantic and exotic regions of the world for our Tropical LiteStraw®. Nature has created texture, color and variety. We have added fashion, design and superior craftsmanship to provide the perfect accessories for the season. Featuring a... ... more

Men's Bailey of Hollywood Nichols 63214 - Natural Hats

We searched the romantic and exotic regions of the world for our Tropical LiteStraw®. Nature has created texture, color and variety. We have added fashion, design and superior craftsmanship to provide the perfect accessories for the season. Featuring a...

Shoebuy.com

(150,000+)

$99.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Briar 7006 - Lichen Hats

Men's Bailey of Hollywood Briar 7006 - Lichen Hats

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

Men's Bailey of Hollywood Briar 7006 - Lichen Hats

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...

Shoebuy.com

(150,000+)

$84.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Galvin Plaid 25220 - Green Plaid Hats

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

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

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

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

Shoebuy.com

(150,000+)

$74.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Johnson 63401 - Cork Hats

Men's Bailey of Hollywood Johnson 63401 - Cork Hats

This hat from the Wind River® collection by Bailey is made from cork, giving it a very unique style. It features a safari center dent crown and a 2 3/8" turn-down brim. This hat also has an adjustable leather chin cord to be used to secure the hat to... ... more

Men's Bailey of Hollywood Johnson 63401 - Cork Hats

This hat from the Wind River® collection by Bailey is made from cork, giving it a very unique style. It features a safari center dent crown and a 2 3/8" turn-down brim. This hat also has an adjustable leather chin cord to be used to secure the hat to...

Shoebuy.com

(150,000+)

$62.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Billy 81670 - White Hats

Men's Bailey of Hollywood Billy 81670 - White Hats

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

Men's Bailey of Hollywood Billy 81670 - White Hats

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.

Shoebuy.com

(150,000+)

$59.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Fedora 7002 - Red Hats

Men's Bailey of Hollywood Fedora 7002 - Red Hats

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

Men's Bailey of Hollywood Fedora 7002 - Red Hats

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...

Shoebuy.com

(150,000+)

$64.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Kashner 81654 - Cedar Hats

Men's Bailey of Hollywood Kashner 81654 - Cedar Hats

This fedora in paper crochet straw features a teardrop crown, 1 5/8" snap brim, cotton sweatband, and a grosgrain band with logo. ... more

Men's Bailey of Hollywood Kashner 81654 - Cedar Hats

This fedora in paper crochet straw features a teardrop crown, 1 5/8" snap brim, cotton sweatband, and a grosgrain band with logo.

Shoebuy.com

(150,000+)

$74.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Lander 25123 - Warm Grey Hats

Men's Bailey of Hollywood Lander 25123 - Warm Grey Hats

The Lander is an antique leather trapper with shearling fur lining. ... more

Men's Bailey of Hollywood Lander 25123 - Warm Grey Hats

The Lander is an antique leather trapper with shearling fur lining.

Shoebuy.com

(150,000+)

$220.95

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Shoebuy.com

(150,000+)
Bailey of Hollywood Endell 25442 - Oxblood Melange Hats

Bailey of Hollywood Endell 25442 - Oxblood Melange Hats

The Endell is a fitted newsboy cap with a leather visor. ... more

Bailey of Hollywood Endell 25442 - Oxblood Melange Hats

The Endell is a fitted newsboy cap with a leather visor.

Shoebuy.com

(150,000+)

$59.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Vadis 63243 - Natural Hats

Men's Bailey of Hollywood Vadis 63243 - Natural Hats

This porkpie hat features Bailey's Litestraw finish for water repellence, a 2" snap brim, and a band finished with a Bailey logo pin. ... more

Men's Bailey of Hollywood Vadis 63243 - Natural Hats

This porkpie hat features Bailey's Litestraw finish for water repellence, a 2" snap brim, and a band finished with a Bailey logo pin.

Shoebuy.com

(150,000+)

$99.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Drayer 90064 - Oyster Hats

Men's Bailey of Hollywood Drayer 90064 - Oyster Hats

This dockman-style cap features a rounded six-panel crown. ... more

Men's Bailey of Hollywood Drayer 90064 - Oyster Hats

This dockman-style cap features a rounded six-panel crown.

Shoebuy.com

(150,000+)

$49.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Galvin Plaid 25220 - Black Plaid Hats

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

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

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

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

Shoebuy.com

(150,000+)

$74.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Billy 81670 - Light Grey Hats

Men's Bailey of Hollywood Billy 81670 - Light Grey Hats

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

Men's Bailey of Hollywood Billy 81670 - Light Grey Hats

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.

Shoebuy.com

(150,000+)

$59.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Porkpie 6104 - Black Hats

Men's Bailey of Hollywood Porkpie 6104 - Black Hats

The Porkpie features classic fur felt construction, a porkpie crown, and a 1 3/8" snap brim. ... more

Men's Bailey of Hollywood Porkpie 6104 - Black Hats

The Porkpie features classic fur felt construction, a porkpie crown, and a 1 3/8" snap brim.

Shoebuy.com

(150,000+)

$217.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Hinton 90061 - Navy Hats

Men's Bailey of Hollywood Hinton 90061 - Navy Hats

This flat cap features a smart herringbone weave, stiff bill, and center seam. ... more

Men's Bailey of Hollywood Hinton 90061 - Navy Hats

This flat cap features a smart herringbone weave, stiff bill, and center seam.

Shoebuy.com

(150,000+)

$47.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Lamar 81604 - Ink Straw Hats

Men's Bailey of Hollywood Lamar 81604 - Ink Straw Hats

The Lamar is a stylish hat featuring a telescope crown with a stingy brim. ... more

Men's Bailey of Hollywood Lamar 81604 - Ink Straw Hats

The Lamar is a stylish hat featuring a telescope crown with a stingy brim.

Shoebuy.com

(150,000+)

$62.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Toledo 63211 - Rust Mix Fedoras

Men's Bailey of Hollywood Toledo 63211 - Rust Mix Fedoras

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, the Toledo hats feature a deep dip crown and... ... more

Men's Bailey of Hollywood Toledo 63211 - Rust Mix Fedoras

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, the Toledo hats feature a deep dip crown and...

Shoebuy.com

(150,000+)

$94.95

FREE shipping

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Shoebuy.com

(150,000+)
Bailey Obie - Soft Wool Fedora Hat

Bailey Obie - Soft Wool Fedora Hat

Nothing will reinvigorate like a brief or extended - repose by the sea, and the Obie lightweight travel fedora from Bailey of Hollywood was made for such an occasion. This exquisite, lightweight 4oz wool felt style is completely crushable and... ... more

Bailey Obie - Soft Wool Fedora Hat

Nothing will reinvigorate like a brief or extended - repose by the sea, and the Obie lightweight travel fedora from Bailey of Hollywood was made for such an occasion. This exquisite, lightweight 4oz wool felt style is completely crushable and...

Hatcountry

(2,500+)

$94.98 $80.73

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Hatcountry

(2,500+)
Bailey Granard Trapper Hat

Bailey Granard Trapper Hat

The Bailey Granard is a vintage style leather trapper hat with a rounded paneled crown and a warm saddle brown color. Quilted canvas insets add a little texture and interest while the soft shearling fur trim and lining keep everything exceptionally... ... more

Bailey Granard Trapper Hat

The Bailey Granard is a vintage style leather trapper hat with a rounded paneled crown and a warm saddle brown color. Quilted canvas insets add a little texture and interest while the soft shearling fur trim and lining keep everything exceptionally...

DelMonico Hatter

$175.00

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Bailey Bertram - Mens Soft Wool Fedora

Bailey Bertram - Mens Soft Wool Fedora

Every little town has a story, and Bertram, Texas, is home to the annual oatmeal festival, a quirky and growing event dedicated to the morning cereal. Make your own story in the Bertram fedora from Bailey of Hollywood, a LiteFelt style that will keep... ... more

Bailey Bertram - Mens Soft Wool Fedora

Every little town has a story, and Bertram, Texas, is home to the annual oatmeal festival, a quirky and growing event dedicated to the morning cereal. Make your own story in the Bertram fedora from Bailey of Hollywood, a LiteFelt style that will keep...

Hatcountry

(2,500+)

$83.98 $71.38

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Hatcountry

(2,500+)
Men's Bailey of Hollywood Spencer 63200 - Saddle Hats

Men's Bailey of Hollywood Spencer 63200 - Saddle Hats

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

Men's Bailey of Hollywood Spencer 63200 - Saddle Hats

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"...

Shoebuy.com

(150,000+)

$74.95

FREE shipping

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Shoebuy.com

(150,000+)
Bailey of Hollywood Granard 25125 - Saddle Hats

Bailey of Hollywood Granard 25125 - Saddle Hats

The Granard trapper hat is made up of leather with a soft quilted canvas and shearling fur. ... more

Bailey of Hollywood Granard 25125 - Saddle Hats

The Granard trapper hat is made up of leather with a soft quilted canvas and shearling fur.

Shoebuy.com

(150,000+)

$187.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Vernon 25119 - Brown Hats

Men's Bailey of Hollywood Vernon 25119 - Brown Hats

The Vernon is a saddle leather trapper with rabbit fur lining. ... more

Men's Bailey of Hollywood Vernon 25119 - Brown Hats

The Vernon is a saddle leather trapper with rabbit fur lining.

Shoebuy.com

(150,000+)

$249.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Vernon 25119 - Black Hats

Men's Bailey of Hollywood Vernon 25119 - Black Hats

The Vernon is a saddle leather trapper with rabbit fur lining. ... more

Men's Bailey of Hollywood Vernon 25119 - Black Hats

The Vernon is a saddle leather trapper with rabbit fur lining.

Shoebuy.com

(150,000+)

$249.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Fairbanks 7008 - Beaver Hats

Men's Bailey of Hollywood Fairbanks 7008 - Beaver Hats

The Fairbanks is a LiteFelt® hat with a center dent crown and a 2 1/2" turn down brim. ... more

Men's Bailey of Hollywood Fairbanks 7008 - Beaver Hats

The Fairbanks is a LiteFelt® hat with a center dent crown and a 2 1/2" turn down brim.

Shoebuy.com

(150,000+)

$74.95

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Galvin 25210 - Brown Hats

Men's Bailey of Hollywood Galvin 25210 - Brown Hats

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

Men's Bailey of Hollywood Galvin 25210 - Brown Hats

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.

Shoebuy.com

(150,000+)

$75.00 $67.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Brooks 22721 - Natural Hats

Men's Bailey of Hollywood Brooks 22721 - Natural Hats

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

Men's Bailey of Hollywood Brooks 22721 - Natural Hats

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...

Shoebuy.com

(150,000+)

$137.95

FREE shipping

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Shoebuy.com

(150,000+)
Men's Bailey of Hollywood Atwell 25310 - Black Hats

Men's Bailey of Hollywood Atwell 25310 - Black Hats

This trilby hat is made from braided fabric and has a teardrop shaped crown and a 1 1/2 inch brim. ... more

Men's Bailey of Hollywood Atwell 25310 - Black Hats

This trilby hat is made from braided fabric and has a teardrop shaped crown and a 1 1/2 inch brim.

Shoebuy.com

(150,000+)

$62.95

FREE shipping

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Shoebuy.com

(150,000+)
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