Best of Kentucky Derby hats through the years

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May 1, 2026 - 09:30
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Best of Kentucky Derby hats through the years

The Kentucky Derby is synonymous with the twin spires of Churchill Downs, the Triple Crown, the Run for the Roses, Mint Juleps and festive hats fans were on the first Saturday in May. Everyone looks to come up with a great outfit and hat that will capture the eyes of the throng at the Louisville track while waiting for the first leg of the Triple Crown to be run. It is an historic way to spend a day steeped in tradition, betting, and lots of fun. The best of Kentucky Derby hats through the years.

The Kentucky Derby is synonymous with the twin spires of Churchill Downs, the Triple Crown, the Run for the Roses, Mint Juleps and festive hats fans were on the first Saturday in May.

Everyone looks to come up with a great outfit and hat that will capture the eyes of the throng at the Louisville track while waiting for the first leg of the Triple Crown to be run.

It is an historic way to spend a day steeped in tradition, betting, and lots of fun. The best of Kentucky Derby hats through the years.

Kentucky Derby hats

A woman wearing a festive hat.

Kentucky Derby hats

A race fan wearing a festive hat attends the 140th running of the Kentucky Derby at Churchill Downs.

Kentucky Derby hats

A man wearing a festive hat looks on prior to the 142nd running of the Kentucky Derby at Churchill Downs on May 7, 2016.

Kentucky Derby hats

A view of a Derby hat.

Kentucky Derby hats

Kentucky Derby hats

A woman wearing a festive hat looks on prior to the 143rd running of the Kentucky Derby.

Kentucky Derby hats

A woman wearing a festive hat looks on prior to the 143rd running of the Kentucky Derby.

Kentucky Derby hats

Fans wearing festive hats wait in line prior to the 143rd running of the Kentucky Derby at Churchill Downs.

Kentucky Derby hats

A woman wearing a festive hat looks on prior to the 143rd running of the Kentucky Derby.

Kentucky Derby hats

A horse fan sports a derby related hat during the morning training for the Kentucky Derby.

Kentucky Derby hats

Ornate hats seen during Kentucky Derby 144.

Kentucky Derby hats

Dannielynn Birkhead and Larry Birkhead attend the 145th Kentucky Derby.

Kentucky Derby hats

(L-R) Jonathan Owens and Simone Biles attend Kentucky Derby 151 at Churchill Downs on May 3, 2025.

Kentucky Derby hats

A man wears a hat prior to the 151st running of the Kentucky Derby.

Kentucky Derby hats

A woman wearing a festive hat looks on prior to the 145th running of the Kentucky Derby.

Kentucky Derby hats

A woman in a hat poses prior to the 145th running of the Kentucky Derby.

Kentucky Derby hats

Teresa Modnick and and Jerry Mathers attend the Louisville Healthcare CEO Council Kentucky Derby Green Room.

Kentucky Derby hats

A woman wearing a festive hat looks on ahead of the 150th running of the Kentucky Derby.

Kentucky Derby hats

A fan wearing a festive hat looks on before the 150th running of the Kentucky Derby at Churchill Downs.

Kentucky Derby hats

A fan wears a festive hat ahead of the 151st running of the Kentucky Derby.

Kentucky Derby hats

A man wears a hat prior to the 151st running of the Kentucky Derby.

This article originally appeared on The List Wire: Best of Kentucky Derby hats

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