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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 January 28, 2016

Our Favorite British Designers

The best talent from across the pond comes to Gilt

Sale Ended January 24, 2016

Coziest Socks of All Time

For all the "Risky Business"-style sliding you’ll be doing

Sale Ended December 21, 2015

Perfect Gifts for Him

Can't-miss deals on designer sneakers, watches, and everything else on his list

Sale Ended December 09, 2015

Up to 80% Off: Ultimate Steals

Apparel and accessory deals that are more of a rush than your morning coffee

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