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Men's Kentucky Derby Hats Men's Kentucky Derby Hats Men's Kentucky Derby Hats

Men's Kentucky Derby Hats

Place Your Bets on Men’s Kentucky Derby Hats

The Kentucky Derby is known the world-over for one thing above all: its fashion. And hats are at the center of it all! You may think that derby hats are the ladies’ forte, but that’s not so. We’ve got the world’s best selection of men’s Kentucky Derby hats that you can sport on the lawn while sipping a mint julep and placing your bets. From great-looking men’s straw boater hats to lightweight and breathable fedoras, Hats in the Belfry has the men’s derby hat you’ve been after.

The Straw Boater: A Derby Classic

There’s no Kentucky Derby hat for men quite like the straw boater. This all-American accouterment has been a staple at Churchill Downs for over a century. It blends an old-school East Coast charm with a little bit of sophistication, so it’s perfect for your derby ensemble. We offer straw boaters with classic trappings, including styles with red and navy hat bands, like the eye-catching Belfry Venice, to keep things truly timeless.

The Straw Fedora: A Derby Contemporary

If you’d like something a bit more contemporary, a sleek straw fedora is a great way to go. These styles pay tribute to summertime gangsters with dimpled crowns and wide brims that shield you from the Derby Day sun. We also offer plenty of sun-protective straw safari hats that will add a little something to your dapper derby getup. Because the Kentucky Derby is always held on the first Saturday in May, lightweight straw hats are common for men to wear. No matter which option you choose, you can up the ante with a breathable men’s straw hat from Hats in the Belfry

  • Bailey Mannes - Multi-Braid Fedora

    Bailey Mannes

    Multi-Braid Fedora


    navy mulNat MultMilitaryChar MulReef MulWave Mul

    Regular Price: $60.00

    Special Price: $43.00