
The Kentucky Derby: Get excited is back!
The Churchill Downs racetrack is in Louisville, Kentucky. This event has a rich star-studded past and is filled with extravagant style. Due to health concerns, the 2020 race plans had to be canceled due the coronavirus pandemic. Instead of the traditional three charity galas and a red carpet for Hollywood’s biggest stars, racing fans had to watch the equestrians jockey from a safe distance when the race returned in May 2021.
The Derby has been around throughout the years. filled with darling dresses and stunning styles that Always We have the best fashion news!
While there were some beautiful floral frocks and suits, the Kentucky Derby is all about accessories. With that in mind, we’ve decided to take a trip down memory lane and look back at the best, wildest and most absurd headwear stars have worn.
From Nicole RichieAnd Gabrielle UnionTo Queen Elizabeth IIA-listers arrive at the track with jaw-dropping, awe-inspiring hairstyles.
2004 Jessica Simpson attended with her then-husband Nick Lachey and she went big for the occasion — literally! The reality star paired her floral sundress with a large bubblegum pink hat.
Five years later, Kim KardashianThe Kentucky Derby was attended by many. She kept her outfit on the simple side, but served up some glamour with an abstract gray hat that’s since gone down in fashion history.
When the 2013 race came around, Lauren ConradThe show stole the show with her monochromatic ensemble. She paired her sweet polka dots dress with a linen & tulle headpiece for a girly and feminine look.
Kendra WilkinsonAnother standout was her departure from traditional brightly colored sundresses with floral prints and bright colors. She opted instead for a sleek white blouse with black trousers. As for her headwear? She wore a wide-brimmed hat embellished with feathers.
Not all stars choose a traditional or simple headpiece. Some are bold with their Kentucky Derby accessories.
For example, 2015 was a year of record sales. Sarah HylandHer floral-print midi-dress was paired with a burgundy fascinator. It was unorthodox. The topper was made of red mesh, velvet flowers and a few feathers.
Another wild one? Michelle Williams’ over-the-top blush-and-blue topper, which had large tulle and lace detailing, at the 2019 Kentucky Derby.
From Jessica Simpson in 2004 Giada De LaurentiisScroll down to see the most memorable Kentucky Derby headpieces for 2017 and every year in between.