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All the fabulous fascinators and wild trackside fashion from the 2025 Kentucky Derby

Ella Rayment-Ward

The Kentucky Derby is back in spectacular fashion.

While most eyes were trained on the Churchill Downs racecourse, the stars turned heads with their dramatic gowns and statement fascinators as they headed out for a day at the races.

From Olympic gold medalists to culinary gurus and the offspring of stars, the celebrities were out in full force for this year's annual race.

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Read on to see all the spellbinding trackside fashion moments you won't want to miss.

Simone Biles

Simone Biles

US Olympic gold medalist Simone Biles covered up with a shawl until she revealed her fabulous frock. Getty Images for Churchill Downs

While her sport of choice is gymnastics, US Olympic gold medalist Simone Biles showed up for a day at the races.

The star athlete was draped in a shawl at one point.

But when she took the garment off, there was a spectacular outfit reveal beneath.

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Simone Biles

Simone Biles rocked a purple mini dress and matching hat. Getty Images for Churchill Downs

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Biles was rocking a purple minidress to match the same colour of her fascinator.

Jonathan Owens and Simone Biles

Jonathan Owens and  Simone Biles

Simone Biles attended the world famous racing event with her husband Jonathan Owens. Getty Images for Churchill Downs

Biles was joined by a special plus one for the occasion: her husband Jonathan Owens.

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Biles has been married to the NFL player since 2023.

Gail Simmons

Gail Simmons

Gail Simmons showed off her culinary passions with her unique hat. Getty Images for Churchill Downs

What's a more perfect accessory for a food guru that wearing a literal platter of food?

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Gail Simmons is a Canadian food writer and cookbook author.

For her day at the races, Simmons arrived wearing a fascinator with a twist: it was covered in wedges of cheeses like a perfectly assembled charcuterie board just sitting atop her head.

Selma Blair

Selma Blair

Selma Blair looked lovely in butter yellow. Getty Images for Churchill Downs

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Hollywood darling Selma Blair arrived in a butter yellow gown.

The star's fascinator looked like it was blowing away in the wind.

Dannielynn Birkhead and Larry Birkhead

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Dannielynn Birkhead and Larry Birkhead

Dannielynn Birkhead attended the event with his daughter, Dannielynn. Getty Images for Churchill Downs

The late Anna Nicole Smith's daughter is all grown up.

18-year-old Dannielynn Birkhead attended the Kentucky Derby with her father, Larry Birkhead, wearing a gorgeous layered tulle dress.

The father-daughter duo sweetly matched with yellow rose detail in their looks.

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Ahead of the Derby, Dannielynn paid tribute to her mum at The Barnstable-Brown Gala, wearing a little black dress the actress wore to the exact same event 21 years ago. Read the full story here.

Gai Waterhouse

Gai Waterhouse

Australian racing royalty Gai Waterhouse travelled for the event. Getty Images for Churchill Downs

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Aussie horse trainer and businesswoman Gai Waterhouse arrived in a colourful suit.

The Aussie strutted the red carpet, pulling some funny faces to photographers.

Morgan Riddle

Morgan Riddle

Black and white is always a winner, as seen here on Morgan Riddle. Getty Images for Churchill Downs

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When in doubt, a chic black and white combination never fails.

Here's social media star Morgan Riddle in a chic halter gown with a black corset detail.

Riddle is currently dating tennis star Taylor Fritz and has gained a following for her chic courtside style over the last few years.

Shaboozey

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Shaboozey

Shaboozey added a bit of country glam to his look.  Getty Images for Churchill Downs

A Bar Song hitmaker Shaboozey put a fun spin on a classic suited look.

If you look at his tie, the singer had what appeared to be a cactus shape at his collar.

Alix Earle and Braxton Berrios

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Alix Earle and Braxton Berrios

Alix Earle and her boyfriend, NFL star Braxton Berrios. Getty Images for Churchill Downs

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Social media star Alix Earle went classic in a little black dress and tilted hat.

Earle attended the races with her boyfriend, NFL star Braxton Berrios, who opted for a pinstriped pink suit jacket on the day.

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Abbie Stockard

Abbie Stockard

Abbie Stockard went with bigger is better for her fascinator.  Getty Images for Churchill Downs

Rather than a hat, model Abbie Stockard had a giant rose sitting atop her head.

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The star's entire look was detailed with rose motifs, from her dress to her purse.

Grace Potter

Grace Potter

American singer Grace Potter was also in attendance.  Getty Images for Churchill Downs

American singer Grace Potter, of You and Tequila fame, dazzled on the red carpet in a coat of sequins.

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The star paired her look with a metallic dress and knee-high stiletto boots.

Grace Potter

The singer performed the US national anthem too.  Getty Images for Churchill Downs

Potter had another outfit up her sleeve to perform the US national anthem in.

Eden Bridgeman Sklenar

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Eden Bridgeman Sklenar

Eden Bridgeman Sklenar went with a striking accessory.  Getty Images for Churchill Downs

This star was hiding beneath a statement netted accessory.

Eden Bridgeman Sklenar, who is the daughter of basketball star Junior Bridgeman, had all eyes on her wild headpiece.

...and lots of fabulous fascinators

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Aside from the many stars in attendance, there were many wild and wonderful fascinators and hats on display from other guests.

Scroll on to see some of the standouts.

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This hat really had some wow factor.  Getty Images for Churchill Downs

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Here's a case where the headpiece is the moment.

This guest was peeking out beneath curtains that wrapped around her entire hat.

Sitting atop the headpiece were giant red roses.

Another racegoer went big with roses.  Getty

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Flowers were clearly a favourite.

This guest had roses stemming from her hat.

This hat was almost defying gravity.  Grace Bradley/Getty Images

A hat bigger than the wearer's actual head.

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