Bailey of Hollywood

About the brand Bailey® of Hollywood ...

Since the Bailey® Hat Company was established in 1922 in Los Angeles, California, founder George S. Bailey always emphasized the importance of a professionally crafted hat and offered these styles of hats to stars of the Silver Screen and the Hollywood trendsetters. As the company was located in LA, it made it easy for George S. Bailey to provide different hats' styles to the stars and those who wanted to stand out of the crowd and make a fashion statement. In the early years, Bailey was at the forefront on the west coast as the population increased, and started creating lavish styles for everyone. Top Hollywood stars dressed by The Bailey® Hat Company include Gary Cooper, Humphrey Bogart and Cary Grant and who all wore Bailey® hats which cemented Bailey® as Hollywood's premiere hat maker / hatter. Today their hats are stylish and in fashion not forgetting reasonably priced with most still produced in the US.

Bailey® Hats are known for the craftsmanship of the product. The quality is evident in all styles and fabrics including fur felt, leather, wool felt, Litefelt®, Panama straw, and cloth. Bailey® Hats are durable. The Bailey® Hat Company has become known as the leading resource for quality-luxury headwear.

Even after the Bailey® Hat Company was purchased by the Bollman Hat Company in 1986, Bailey® hats are still true to their history of fine craftsmanship and detailing. The Bailey® brand continues to evolve in design, featuring classic and contemporary styling.

Pepper Tree men's designerwear stores a good collection of Bailey Hats to suite your occasion. Select your trending style and be the fashion leader you want the world to see!

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Blixen Fedora Hat by Bailey of Hollywood

$80.99 $89.99

The Blixen Fedora is made with the incredible Bailey of Hollywood LiteFelt® finish, a revolutionary treatment process that takes a natural unstiffened premium wool felt hat and makes it water repellent and shape retentive. LiteFelt® adds a tough and indestructible element, combining style and function. Boasts a laser etch wordmark logo, b..


Craig Hat by Bailey of Hollywood

$62.99 $69.99

The Craig Hat is a center dent crown in a Milan braid. It is a stylish topper with its 2 IN snap brim and wide grosgrain band. Style: Braid. Brim: 2 IN snap brim. Crown: Center Dent. Material: 100% Polyproplene. Color: Black, Graphite, Navy, Red, White. Brand: Bailey of Hollywood. Product ID:&n..


Shonfeld Hat by Bailey of Hollywood

$136.00 $170.00

The Shonfeld hat is a flattering Rounded Porkpie Crown Paired with a 3" Brim. It's blocked out of an Elite Stiffened Finish body, trimmed with a Japanese grosgrain pug band with multiple feathers. Finished with a goatskin leather sweatband and is fully lined. Shape: Pork Pie. Material: Elite Finish, Wool Felt. Crown: Rounde..

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Mannesroe Hat by Bailey of Hollywood


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 where you acquired this magnificent casual accessory. Shape: Fedora. Brim: 2".&nb..


Classic Fedora Hat by Bailey of Hollywood

$69.99 $89.99

The Classic Fedora Hat features Bailey's signature Fedora Crown and Snap Brim. It's crafted out of Bailey's signature shape retentive, water repellant LiteFelt® body, trimmed with a Japanese grosgrain band, removable feather and finished with a Comfort Sweatband. Style: LITEFELT®. Brim: 2 5/8 IN SNAP BRIM. Crown: Fedor..


Spencer Hat by Bailey of Hollywood


The Spencer Hat is made with a LiteStraw finish that is durable, flexible, and water-repellent. It's universally flattering teardrop crown and 2 3/8' down brim provide ample sun protection for those hot summer days. This hat is proudly crafted in the USA. Style: LITESTRAW® Brim: 2 3/8 IN TURN DOWN BRIM. Crown:&nbs..


Mannes Hat by Bailey of Hollywood


This Bailey braid style is on Bailey's best sellers list! The Mannes features a custom color mixed braid and contrast rope grosgrain band finished with a comfort sweatband. This easy to wear teardrop shape and stingy snap brim flatters every face shape. Shape: Trilby. Brim: 1 5/8" Snap. Crown: Teardrop. Crown..

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