Bailey of Hollywood

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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

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Past Sales Featuring Bailey of Hollywood

Sale Ended September 16, 2014

100 Top Fall Looks

Want to punch up your style this fall? Start with this assortment of stylishly casual gear. From trousers to sport shirts to sharp jackets and more, it’s everything you need to be the best-dressed guy at the office, or weekend brunch.

Sale Ended November 10, 2013

Winter Hats Feat. Bailey of Hollywood

If Bailey of Hollywood hats were good enough for Humphrey Bogart and Cary Grant, then they’re good enough for the rest of us, too. Put that premise to the test with this smart selection from that American hatmaking institution and others, ranging from winter-ready fedoras and newsboy caps to beanies, all impeccably crafted and classically styled.

Sale Ended September 13, 2014

Perfect Fall Pairing: Olive & Black

The autumn-ready color combination strikes the right balance between rugged and edgy.

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