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Style Guide: Kentucky Derby Hats for Men

A Classic Fedora

You can’t go wrong with this tried and true style. Versatile and adaptable to a range of occasions, a fedora is an ideal way to complete your look. Since you will be out in the sun, consider one of our styles made from hand-woven Panama straw. We also have lightweight linen varieties that will keep you cool in the heat of the races. If you are looking for something to wear year-round, we have a range of traditional designs in wool felt, cotton chambray and fur felt.

A Lightweight Pork Pie Hat 

These classic hats embody the energy of the 1920s and 1930s. Add an element of high fashion with these styles made famous by the likes of Buster Keaton. In addition to wool options, Hats in the Belfry also offers lightweight straw styles that are ideal in the Kentucky heat.

A Throwback Bowler

It wouldn’t feel like the Kentucky Derby without the inclusion of men’s bowler hats. With a vintage rounded crown and hard felt brim, these iconic hats are instantly associated with this epic event.

Add Some Panache

After you have chosen your standard hat, add your own personality with a feather or bow tie. These small additions will make you stand out from the pack with a subtle bit of color or flair.

Go Bold

For this year’s Derby, consider going all out with a bold, colorful hat. Pair a bright green bowler with an understated outfit. Or get into the spirit with a colorful hat to play off of your pastel slacks and printed shirt. Whatever your style typically is, the Derby is a chance to go all out and make an impression with fun, vintage hats and apparel.