See the Best Dressed Stars Ever at the Kentucky Derby

The Kentucky Derby races to NBC and Peacock May 4. Take a look at Dannielynn Birkhead, Patrick Mahomes, Brittany Mahomes and more celeb guests that dressed to impress over the years.

By EOL Staff May 04, 2024 12:30 PMTags
Watch: Kentucky Derby 2023: Best Celebrity Fashion Moments

Hats off to these fashion icons.

Between Victoria Justice's chic pantsuit and Sarah Hyland's darling floral getup, there's no de-neigh-ing that celebs dress to the nines for the Kentucky Derby.

It's true—Derby fashion is such an important tradition, that stars even commission custom-made outfits. At the 2018 event, Black-ish actor Anthony Anderson wowed in a custom, canary-yellow suit. "This was specifically made for the Derby today," he told reporters at the time. "I may put it in a case and just have it in the family room." Needless to say, his look certainly brightened up our day.

This year, we're betting on even more unforgettable ensembles, especially for Anne Nicole Smith's 17-year-old daughter Dannielynn Birkhead, who has become a regular at the Churchill Downs event.

"It's her one day a year outing that we do publicly," dad Larry Birkhead said in a 2022 interview of their family tradition. "I think you guys can take pictures and watch her grow from just this event."

Anna Nicole Smith's Daughter Dannielynn Birkhead's Kentucky Derby Days

The 150th Kentucky Derby is set to air Saturday, May 4, with coverage kicking off at 11:30 a.m. PT / 2:30 p.m. ET on NBC and Peacock. 

Now, ahead of this year's event, keep reading to see which celebrity guests of years past did not disappoint with their show-stopping looks...

(E!, NBC and Peacock are all part of the NBCUniversal family.)

Patrick Mahomes and Brittany Mahomes

Safe to say they scored a touchdown with their pastel outfits.

Rachel Platton

The singer sent big waves into motion with this floral look.

Jack Harlow

The rapper was riding in first class with this classy suit.

Tori Kelly

Before singing the National Anthem at the 2021 Kentucky Derby, Kelly showed off her floral look including a bag from behno. 

Vanessa Lachey and Nick Lachey

The Love is Blind hosts proved they aren't blind when it comes to style.

Lauren Conrad

The Laguna Beach alum stunned in a perfectly coordinated beige ensemble, hat and all.

Sarah Hyland

The Modern Family actress looked darling in a tea-length floral getup. 

Kim Kardashian

No one can object to how great the lawyer-to-be looked in black and white at the 2009 Kentucky Derby. 

Johnny Weir

Weir was a crowd pleaser at the Kentucky Derby when he made sure to go above and beyond.

Taylor Dayne

At least she didn't have to worry about the sun getting in her eyes.

Joey Fatone

In 2018, the *NSYNC singer opted for a vibrant pattern.

Graham Eliott

The chef went all out for the event. Patterned jacket, white pants, and matching glass? Don't mind if we do!

Dannielynn Birkhead and Larry Birkhead

The father-daughter duo stole the show with their pink and yellow frills.

Aisha Tyler

She made sure all eyes were on her.

Anthony Anderson

The actor kicked it old school when he showed up to the Derby looking like he was straight out of an old western film.

NeNe Leakes

Sometimes in order to fit in you've got to stand out, which the Real Housewives of Atlanta alum knew all too well how.

Jennifer Nettles

The country superstar returned to her southern roots with the regal and fun outfit.

Katie Couric

She went for classy and chic with her flower details.

Giada De Laurentiis 

The chef wasn't afraid to show her wild side with this extravagant number.

Cynthia Bailey

The reality star switched things up by bringing out the animal prints.

Michelle Williams

The Destiny's Child alum was a vision in white.

Jessica Simpson

The superstar was almost unrecognizable in this wide brimmed pink hat.

Richard Lawson and Tina Lawson

The now-exes opted for a moodier look and kept the mystery alive.

Laila Ali 

Ali went for a hat trick with this feathery accessory.


The group decided to embrace the solo look with each member wearing their own specific fashion to the event.

Victoria Justice

You've got to give it up for the actress who practically brought her own sun covering with this hat.

This story was originally published on Saturday, May 1, 2021at 6 a.m. PT.

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