Bailey of Hollywood & more

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About Bailey of Hollywood

If you’ve ever watched a classic black-and-white movie and found yourself coveting the suave leading man’s hat, there’s a strong chance you were admiring the work of Bailey of Hollywood. Founded in 1922 by Los Angeles-based entrepreneur George S. Bailey, Bailey of Hollywood spent the Golden Age of cinema designing headwear for some of Hollywood’s biggest legends — Cary Grant, Humphrey Bogart, and Gary Cooper, just to name a few. Bailey of Hollywood continues to produce classic fedora, Trilby and pork pie hats as well as authentic Western-style cowboy hats and baseball caps. Whether you’re going for an old-time gangster look or striving to out-cool the Marlboro Man, you’ll find exactly what you’re looking for in Bailey of Hollywood’s well-constructed collections.

New Sales Featuring Bailey of Hollywood & more

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Past Sales Featuring Bailey of Hollywood & more

Sale Ended September 02, 2015

Buyer's Pick: Monkstraps

Classic iterations of the most elegant shoe out there by Bruno Magli, Cole Haan, and more

Sale Ended August 27, 2015

Suiting Feat. Calvin Klein Collection

Sharp suits by the luxe label, plus more tailored must-haves to make an impression

Sale Ended September 02, 2015

Bailey of Hollywood Hats

Channel your inner Cary Grant with finely-crafted fedoras and more by an L.A. institution

Sale Ended August 25, 2015

Suiting: Up to 70% Off

Upgrade your tailor game with steals on these sharp-cut suits

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