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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

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  • Biltmore Handmade Hale - Vented Polybraid Fedora

    Biltmore Handmade Hale

    Vented Polybraid Fedora

    color:

    White

    Regular Price: $159.00

    Special Price: $118.00

  • Belfry Yorker - Finely Woven Straw Fedora

    Belfry Yorker

    Finely Woven Straw Fedora

    color:

    Natural

    Regular Price: $89.00

    Special Price: $52.00

  • Stetson Handmade Ruel - Fine Hemp Fedora

    Stetson Handmade Ruel

    Fine Hemp Fedora

    color:

    Buttersc

    Regular Price: $199.00

    Special Price: $148.00

  • Stetson Handmade Shad - Durable Polybraid Fedora

    Stetson Handmade Shad

    Durable Polybraid Fedora

    color:

    Black

    Regular Price: $149.00

    Special Price: $82.00

  • Belfry Jaque - Genuine Panama Fedora

    Belfry Jaque

    Genuine Panama Fedora

    color:

    Navy

    Regular Price: $149.00

    Special Price: $113.00

  • Stetson Handmade Cain - Milan Polybraid Fedora

    Stetson Handmade Cain

    Milan Polybraid Fedora

    color:

    Beige

    Price: $169.00
  • Stetson Handmade Shay - Durable Polybraid Fedora

    Stetson Handmade Shay

    Durable Polybraid Fedora

    color:

    Cognac

    Regular Price: $149.00

    Special Price: $113.00

  • Biltmore Handmade Harvey - Limited Edition Polybraid Fedora

    Biltmore Handmade Harvey

    Limited Edition Polybraid Fedora

    color:

    Grey

    Regular Price: $159.00

    Special Price: $118.00

  • Belfry Bodhi - Genuine Panama Bowler

    Belfry Bodhi

    Genuine Panama Bowler

    color:

    Natural

    Regular Price: $149.00

    Special Price: $113.00

  • Mayser Patrick - Crushable Paper Braid Fedora

    Mayser Patrick

    Crushable Paper Braid Fedora

    color:

    Navy

    Regular Price: $149.00

    Special Price: $113.00

  • Biltmore Handmade Hayden - Center Dent Shantung Fedora

    Biltmore Handmade Hayden

    Center Dent Shantung Fedora

    color:

    Ivory

    Regular Price: $159.00

    Special Price: $118.00

  • Biltmore Handmade Holden - Center Dent Shantung Fedora

    Biltmore Handmade Holden

    Center Dent Shantung Fedora

    color:

    Ivory

    Regular Price: $159.00

    Special Price: $118.00

  • Biltmore Handmade Haven - Lightweight Shantung Straw Fedora

    Biltmore Handmade Haven

    Lightweight Shantung Straw Fedora

    color:

    Ivory

    Regular Price: $129.00

    Special Price: $72.00

  • Belfry Lima - Genuine Panama Fedora

    Belfry Lima

    Genuine Panama Fedora

    color:

    Natural

    Regular Price: $149.00

    Special Price: $113.00

  • Belfry Darren - Lightweight Shantung Straw Fedora

    Belfry Darren

    Lightweight Shantung Straw Fedora

    color:

    Ivory

    Regular Price: $149.00

    Special Price: $72.00

  • Biltmore Handmade Harley - Polybraid Fedora With Vintage Band

    Biltmore Handmade Harley

    Polybraid Fedora With Vintage Band

    color:

    Black

    Price: $159.00
  • Bailey Felker - Contemporary Panama Fedora

    Bailey Felker

    Contemporary Panama Fedora

    color:

    Pebbles

    Regular Price: $138.00

    Special Price: $37.00

  • Borsalino Azzo - Genuine Italian Panama Safari

    Borsalino Azzo

    Genuine Italian Panama Safari

    color:

    Navy

    Price: $299.00
  • Stetson Handmade Carl - Classic Milan Braid Fedora

    Stetson Handmade Carl

    Classic Milan Braid Fedora

    color:

    Black

    Regular Price: $169.00

    Special Price: $128.00