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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 March 31, 2014

Top It Off: Hats For Spring

The hat is back, and whether your taste runs from fedoras to ivy caps, you’re bound to find one (or more) to top off your look this spring from top brands like Paul Smith, Bailey of Hollywood, and Goorin Bros.

Sale Ended June 30, 2014

Autumn Trend: Country Gentleman

The clean lines and hard edges of the city have their place, but this season, a look that’s a little less severe than all that has really taken hold. It’s rugged, yet refined, and it’s marked by key elements like shawl-collar sweaters, stout outerwear, and boots that are better suited to a walk in the woods than a stroll on the sidewalk. We’re calling it Country Gentleman — you’re more than welcome to just call it stylish.

Sale Ended April 21, 2014

Top Picks for Father's Day

Regardless of what a father says, he definitely wants a great gift this Father's Day. Thankfully, we've put together an amazing sale of fantastic ideas — from handsome clothing and footwear to accessories and bags.

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