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.
Derby Hats & Bowler Hats
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Bailey of Hollywood Chaplin Straw Bowler Hat
More Colors Available$189.99The Bailey of Hollywood Chaplin is an innovative mix of a classic bowler styling in a genuine Panama straw fabrication. The hat body is hand woven in Ecuador by skilled artisans and then blocked into ... -
Scala Furlong Premium Wool Felt Derby Bowler
More Colors Available$69.99If you're looking for something classy, but different than the common fedora, the Scala Furlong Derby Hat is for you! Bowler hats are affectionately known as "The Hat that Won the West" in America... -
Conner Wool Felt Waterproof Crushable Derby Bowler Hat
More Colors Available$99.99This traditional Derby Bowler Hat by Conner is one of our most popular styles. Waterproof and crushable, hats don't come much more durable than this! The bowler hat style has been the chosen hat of ma...
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Stacy Adams Monroe Premium Wool Felt Derby Bowler
More Colors Available$79.99Complete an upscale outfit with the Monroe, a refined derby bowler from Stacy Adams. Made of premium wool felt with grosgrain trim, this hat is ready for a night out on the town. Material: ... -
Bailey of Hollywood Harker Derby Bowler Hat
More Colors Available$149.99Channel your inner Charlie Chaplin in this Derby Bowler hat! It is made of 100% wool and the iconic derby crown and stingy rolled brim make the Harker the epitome of a bowler. Material: Wool Sty... -
Bailey of Hollywood Derby Wool Bowler
More Colors Available$144.99If 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. You'll feel like a British gentleman wearing this hat, and it wi...
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Conner Carson City Wool Bowler Hat
$109.99- 100% Australian Wool
- 1.75" Brim
- 5" Crown
- Crushable / Packable
- Organic Cotton Sweatband
- Cotton Inner Pouch with Care Instructions
- Imported