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....

$169.99

Color:

Black

White

Brown

Italian Clay

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...

$89.99

Color:

Black

Chocolate

Charcoal

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...

$209.99

Color:

Media Bleach

Black

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...

$164.99

Color:

Black

Hemlock

More sizes available

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All of our most popular styles, in one spot! If you are looking for the perfect hat, its in this collection!

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Bailey of Hollywood Derby Wool Bowler

Scala Furlong Premium Wool Felt Derby Bowler

Bailey of Hollywood Chaplin Straw Bowler Hat

Bailey of Hollywood Harker Derby Bowler Hat

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Derby & Bowler

Bailey of Hollywood Derby Wool Bowler

Scala Furlong Premium Wool Felt Derby Bowler

Bailey of Hollywood Chaplin Straw Bowler Hat

Bailey of Hollywood Harker Derby Bowler Hat

Recently Viewed Products

Still Looking For That Perfect Hat?

Best Sellers

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Most Popular

Bailey of Hollywood Billy Stingy Brim

Bailey of Hollywood Curtis Indy Fedora

Stetson Boss of the Plains Legendary Western Cowboy Hat