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 December 25, 2014

The Go-To Chukka

A smart selection of footwear to dress up your jeans or toughen up chinos.

Sale Ended November 24, 2014

201 Winter Wardrobe Staples

Luxe sweaters, scarves, and more reasons to love the cold.

Sale Ended November 09, 2014

Time to Reboot

Stylish options to refresh your footwear, from chukkas to chelseas.

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.

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