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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 June 08, 2014

Wear This Now

Summer essentials from Tod's, Bailey of Hollywood, James Perse, and more.

Sale Ended November 30, 2012

Winter Essentials Feat. Block Headwear

Fend off Old Man Winter in style with the hats and gloves on offer in this sale. Keep your ears warm and your outfit in check with classic beanies and trouper hats (with pinnable flaps) from Block Headwear, available in an array of patterns and solids. There are also beanies from Portolano, Fedoras from Steven Alan and Italia Independent and stalker hats (more flaps to keep those ears toasty) from Ben Sherman. Meanwhile, text your heart out, without freezing off your digits in Block Headwear’s fingerless gloves.

Sale Ended June 04, 2013

Accessories Under $30

Liven up your off-duty uniform with a slew of great-looking belts, ball caps, straw hats, and more. Including brands like Trafalgar, Varvatos, Gant, and Parke & Ronen, deals like this make adding to your wardrobe a simple decision.

Sale Ended August 05, 2013

Summer Essentials Under $40

Unbeatable deals on stylish, beach-ready gear like swim trunks, tanks, tees, and more

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