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Bailey of Hollywood

Bailey of Hollywood hats has become synonymous with incredible craftsmanship and unmistakable style. Find the hat that’s made for you.


12 Items

per page
Set Descending Direction
  1. Main Image
    Brooks Panama Fedora
    Regular Price $175.00 Starting at $116.25
  2. Hats - Opal
    Blackburn LiteStraw® Fedora
    Regular Price $155.00 Starting at $105.00
  3. Main Image
    Cuban Panama Fedora
    Regular Price $180.00 Starting at $123.75
  4. Hanson LiteStraw® Fedora
    Hanson LiteStraw® Fedora
    Regular Price $140.00 Starting at $97.50
  5. Main Image
    Keter Ivy Cap
    Starting at $65.00
  6. Costigan Fedora
    Costigan Fedora
    Regular Price $135.00 Starting at $90.00
  7. Holford Cap
    Holford Cap
    Regular Price $63.00 Starting at $47.25
  8. Main Image
    Mullan Braided Fedora
    Starting at $90.00
  9. Ganey Cap
    Ganey Cap
    Starting at $65.00
  10. Dalton Safari Outback
    Dalton Safari Outback
    Starting at $65.00
  11. Grey Check
    Candler Cap
    Starting at $65.00
  12. Nordic Multi
    Mannes Braided Trilby
    Regular Price $75.00 Starting at $37.50

12 Items

per page
Set Descending Direction

Bailey of Hollywood Hats

When expansion to the West Coast of the United States began in earnest, George S. Bailey founded the Bailey Hat Company in Los Angeles, California. He was a visionary who knew that the leading men of Hollywood would be iconic personas that dictated the trends and styles of the day. If he could ensure that his hats graced the heads of the biggest celebrities, they would become instant best-sellers everywhere in America!


From that moment in 1922, he devoted his time and skill to outfitting actors, directors, and California ranchers, oil tycoons, and other famous personalities with the best hats possible.

Hollywood Loves Bailey

It’s clear that Bailey’s vision and hard work paid off, as movie stars like Cary Grant, Gary Cooper, and Humphrey Bogart became known for donning Bailey of Hollywood hats. They cemented the company’s legacy and helped build its reputation as the premier milliner for Hollywood’s leading men. With celebrities shopping at the Bailey of Hollywood store, nobody wanted to shop anywhere else!

Bailey Hat Styles

From the street-wise fedora worn by 20s and 30s gangsters and the casual newsboy to the unmistakable derby, the designs and hats available in the Bailey of Hollywood store have influenced decades of fashion trends. They’ve been around for nearly 100 years of American history! 

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