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Derby & Bowler

The bowler hat, or derby as it's also known, was originally created in the 1800's and became popular initially with the working-class during the Victorian era, and later with middle and upper classes. In the United States, the bowler hat or derby hat became one of the most popular styles of hat for men. In fact, the bowler hat was the initial inspiration for the cowboy Western hat, which initially featured a rounded top. Since then, the bowler rose in popularity in pop culture, with icons such as Charlie Chaplin bringing it to the forefront.

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Bailey of Hollywood Derby Wool Bowler

If you're looking for a classy and timeless hat that's steeped in tradition, then the Bailey of Hollywood Derby Wool Bowler is for you....
$250.00
-29% off

Conner Wool Felt Waterproof Crushable Derby Bowler Hat

This traditional Derby Bowler Hat by Conner is one of our most popular styles. Waterproof and crushable, hats don't come much more durable than...
$147.00 from $103.00

Scala Furlong Premium Wool Felt Derby Bowler

If you're looking for something classy, but different than the common fedora, the Scala Furlong Derby Hat is for you! Bowler hats are affectionately...
$132.00

Bailey of Hollywood Chaplin Straw Bowler Hat

The Bailey of Hollywood Chaplin is an innovative mix of a classic bowler styling in a genuine Panama straw fabrication. The hat body is...
$308.00

Bailey of Hollywood Harker Derby Bowler Hat

Channel your inner Charlie Chaplin in this Derby Bowler hat! Introducing the Bailey Harker Derby Bowler hat, a true icon of timeless style and...
$242.00

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