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Day At The Races

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, while on the lawn 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. We have Women's Derby covered, too!

  • Biltmore Handmade for Belfry Gerald Classic Fedora

    Biltmore Handmade for Belfry

    "Gerald" Classic Fedora

    color:

    Cocoa

    Regular Price: $199.00

    Special Price: $148.00

  • Stetson Handmade for Belfry Roark Two-tone Stingy Brim Fedora

    Stetson Handmade for Belfry

    "Roark" Two-tone Stingy Brim Fedora

    color:

    Snd/Copp

    Price: $199.00
  • Belfry Maxx Stingy Brim Porkpie Hat

    Belfry Maxx

    Packable Toyo Straw Pork Pie

    color:

    BurgundyDenim

    Regular Price: $49.00

    Special Price: $39.00

  • Belfry Topher Italian Made Linen Cotton Stingy Brim Fedora

    Belfry Topher

    Lightweight Linen/Cotton Stingy Brim Fedora Made in Italy

    color:

    Blu/Gld

    Regular Price: $169.00

    Special Price: $135.00

  • Biltmore Handmade for Belfry Jayson Hemp Braid Stingy Brim Fedora

    Biltmore Handmade for Belfry

    "Jayson" Hemp Braid Stingy Brim Fedora

    color:

    NaturalNavy

    Regular Price: $199.00

    Special Price: $148.00

  • Belfry Luz Crushable Paper Braid Fedora

    Belfry Luz

    Packable Paper Braid Fedora

    color:

    Black Multimix blkTan

    Regular Price: $39.95

    Special Price: $31.95

  • Belfry Ryland Italian Made Linen Cotton Stingy Brim Fedora

    Belfry Ryland

    Lightweight Linen/Cotton Stingy Brim Fedora Made in Italy

    color:

    Mlt Pld

    Regular Price: $169.00

    Special Price: $128.00

  • Stetson Handmade for Belfry Preston Shantung Fedora

    Stetson Handmade for Belfry

    "Preston" Shantung Fedora

    color:

    SlvBelly

    Regular Price: $199.00

    Special Price: $148.00

  • Korber Handmade for Belfry Siena Shantung Straw Safari Hat

    Korber Handmade for Belfry

    "Siena" Shantung Straw Boater Hat

    color:

    Lt Brown

    Regular Price: $149.00

    Special Price: $113.00

  • Tesi Hilton 1901 Italian Paper Braid Fedora

    Tesi Hilton 1901

    Paper Braid Fedora Made in Italy

    color:

    nvy/wht

    Regular Price: $229.00

    Special Price: $173.00

  • Albertus Swanepoel - 2 Dakar Packable Fedora

    Albertus Swanepoel

    2 Dakar Packable Fedora

    color:

    Lghrn Gr

    Regular Price: $399.00

    Special Price: $298.00

  • Stetson Handmade for Belfry Silas Two-tone Fedora

    Stetson Handmade for Belfry

    "Silas" Two-tone Fedora

    color:

    Ivy/Gry

    Price: $199.00
  • Stetson Handmade for Belfry Cason Vented Weave Fedora

    Stetson Handmade for Belfry

    "Cason" Vented Weave Fedora

    color:

    Sand

    Price: $199.00
  • Belfry Gangster Crushable Soft Wool Fedora

    Belfry Gangster

    Crushable Wool Fedora

    color:

    blackburgundyChocolateGreyNavyOlivePecan

    Regular Price: $49.95

    Special Price: $39.95

  • Albertus Swanepoel 1 Dakar Fedora

    Albertus Swanepoel

    1 Dakar Fedora

    color:

    wheat

    Regular Price: $399.00

    Special Price: $298.00

  • Belfry Bogart Classic Wool Fedora

    Belfry Bogart

    Classic Wool Fedora

    color:

    blackChocolateGreyGry/BlkNavyPecan

    Regular Price: $49.95

    Special Price: $39.95

  • Stetson Handmade for Belfry Banks Poly Braid Fedora

    Stetson Handmade for Belfry

    "Banks" Poly Braid Myelin Fedora

    color:

    Wht/Cogn

    Regular Price: $149.00

    Special Price: $87.00

  • Stetson Handmade for Belfry Cole Milan Braid Fedora Hat

    Stetson Handmade for Belfry

    "Cole" Milan Braid Fedora Hat

    color:

    Cognac

    Regular Price: $149.00

    Special Price: $113.00

  • Belfry Ciao Italian Made Linen Fedora Hat

    Belfry Ciao

    Linen Stingy Brim Fedora Made in Italy

    color:

    Multi

    Regular Price: $169.00

    Special Price: $135.00

  • Belfry Denaro Italian Made Shantung Linen Safari Hat

    Belfry Denaro

    Shantung/Linen Safari Made in Italy

    color:

    nat/blue

    Regular Price: $149.00

    Special Price: $87.00

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

Day At The Races

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, while on the lawn 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. We have Women's Derby covered, too!

Get inspired @HatsInTheBelfry >

or share your style using #BelfrySelfie