Best Seller
Bailey Western Men's Keel II, Cork/Brown, 7 5/8

Bailey Western Men's Keel II, Cork/Brown, 7 5/8

Keel ii is a great rodeo shaped, two tone, straw hat. It has eyelets on the sides for venting, a bound brim edge, and a brown ribbon band with a metal Bailey spur pin on the side. more

$55.00

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Bailey of Hollywood Men's Lydon, Black, Medium

Bailey of Hollywood Men's Lydon, Black, Medium

This style is made of a luxurious fur velour body. Its soft velvet like texture in jewel toned forest and classic black are rooted in masculine elegance. The high center dent crown and 2 3/4 inch more

$255.69

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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 of Hollywood Men's Pierpont, Steel, Large

Bailey of Hollywood Men's Pierpont, Steel, Large

The pierpont is a 4 oz lite felt fedora. This style is a great transitional item more

$69.05

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Bailey of Hollywood Men's Waits, Sand, Medium

Bailey of Hollywood Men's Waits, Sand, Medium

The Bailey of Hollywood waits is a smooth and sleek braided pork pie with a traditional telescoping crown, a grosgrain ribbon hatband, and a stingy upturned brim more

$59.23

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Bailey of Hollywood Men's Billy Fedora, Alloy, Small

Bailey of Hollywood Men's Billy Fedora, Alloy, Small

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

$53.81

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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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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 Lord Wool, Cadet Twill, L

Bailey of Hollywood Men's Lord Wool, Cadet 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

$72.00

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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 Keter Ivy Cap, Beige, L

Bailey of Hollywood Men's Keter Ivy Cap, Beige, L

Bailey caps are famous for their superior fit and custom patterns. The keter is our signature contour 5 panel constructed out of a summer weight cotton slub fabric. It is fully lined with a comfort sweatband more

$51.95

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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 Stanger Ivy Cap, Light Brown, M

Bailey of Hollywood Men's Stanger Ivy Cap, Light Brown, M

Bailey caps are famous for their superior fit and custom patterns. The Stanger is a slim fitting contoured pub cap. It features a soft casual 100% cotton fabric exterior, and is fully lined with a comfort sweatband more

$41.20

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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 Shawk Eight Quarter Newsboy Cap, Beige, XL

Bailey of Hollywood Men's Shawk Eight Quarter Newsboy Cap, Beige, XL

Bailey caps are famous for their superior fit and custom patterns. The shawl is a voluminous newsboy silhouette in a 100 percent linen light weight fabric. This cap is fully lined with a comfort sweatband. more

$52.36

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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 of Hollywood Men's Mastron Checked Ivy Cap, Hunter Plaid, M

Bailey of Hollywood Men's Mastron Checked Ivy Cap, Hunter Plaid, M

Bailey caps are famous for their superior fit and custom patterns. The master's is our classic flat cap featuring a bold summery large scale plaid fabric. This cap is fully lined and complete with a comfort sweatband. more

$49.99

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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 Western Men's Gleeson, Medium Brown Mix, L

Bailey Western Men's Gleeson, Medium Brown Mix, L

Gleeson is a lite felt low hondo crown, with a 3.25 inch more

$65.09

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Bailey Western Men's Bridger, Tan Mist, 7 1/8

Bailey Western Men's Bridger, Tan Mist, 7 1/8

Our bridger is a rodeo crown with a 4 inch wide sharp scoop brim. It is available in tan mist and black, and comes with tonal southwest inspired ribbon bands with enamelled metal sliders. more

$95.00

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Bailey of Hollywood Men's Pierpont, Black, Medium

Bailey of Hollywood Men's Pierpont, Black, Medium

The pierpont is a 4 oz lite felt fedora. This style is a great transitional item more

$74.10

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

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

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

$97.98

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Bailey of Hollywood Men's Bryant Hat, Charcoal dot, L

Bailey of Hollywood Men's Bryant Hat, Charcoal dot, L

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

$45.34

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Bailey of Hollywood Men's Berle Fedora Trilby Hat with Striped Band, Charcoal, L

Bailey of Hollywood Men's Berle Fedora Trilby Hat with Striped Band, Charcoal, 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

$84.95

FREE shipping

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Bailey of Hollywood Men's Mastron Checked Ivy Cap, Marina Plaid, L

Bailey of Hollywood Men's Mastron Checked Ivy Cap, Marina Plaid, L

Bailey caps are famous for their superior fit and custom patterns. The master's is our classic flat cap featuring a bold summery large scale plaid fabric. This cap is fully lined and complete with a comfort sweatband. more

$40.97

FREE shipping

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