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Gangster Fedora

In stock
Only %1 left
SKU
3814
Starting at $120.00

One of the most iconic and distinctive men’s hats in American history, the Gangster Fedora by Bailey of Hollywood is perfectly designed to invoke images of street-smart lawbreakers and bank robbers. With this modern take on the classic look, you will command the attention of any room just like the infamous celebrity crooks like Al Capone and John Dillinger.

Part of the Est. 1922 by Bailey collection, this piece is meant to catch the eye and harken back to the days of bootleggers and a key part of pop culture. Constructed with a 100% virgin wool felt stiffened to keep its shape, this fedora also has the classic front pinch (4-inch crown), a wide (2 ½ inch) brim, and a wide, grosgrain band with a removable feather to maximize the vintage look and feel.

Bailey’s craftsmanship gives you a fully lined (in satin) and a poly blend sweatband to give you a hat with uncompromising style and the highest quality. So, whether you’re in the pool hall or walking into a boardroom – make it clear that while you may be sporting the ultimate in retro styling, you most-definitely mean business.

Owners of the Bailey Gangster Fedora enjoy its crisp lines and solid craftsmanship, and they appreciate how it draws the attention and admiration of everyone in the room – because everyone, no matter their age or gender, recognizes this timeless piece of fashion and its impact on pop culture.

Refuse to blend in with the crowd like the larger-than-life criminals that helped establish the mythos and legend that is this all-time favorite in American fashion history – bring home the Gangster Fedora by Bailey of Hollywood today! Contact us for answers to questions or help with your order.


The Gangster hat found widespread use and immense popularity among infamous prohibition-era lawbreakers, bootleggers, and bank robbers. Iconic and celebrated crooks such as Al Capone, Bugsy Siegal, and John Dillinger all preferred this fedora style, with its distinctive front pinch and wide brim, and feather accent over a wide grosgrain band and bow. The Bailey of Hollywood interpretation of the Gangster Hat is a classic Fedora with a sleek modern look, and great feel. Experiencing a rejuvenation in popular culture, the Gangster is a timeless fashion piece. Made in the U.S.A.
More Information
Style Fedora
Material 100% Wool
Brim 2.5"
Crown Center Dent
Crown Height 4"
USA Made or Imported Made in USA