POPSUGAR Celebrity

Hats, Horses, and High Stakes — Stars at the Kentucky Derby!

May 7 2016 - 8:30am

The 142nd Kentucky Derby is this weekend! Horse fanatics, hat-wearing women, and spectators alike will gather at Churchill Downs for the legendary races. Celebrities like to get in on the fun too, with Kim Kardashian [1], Lauren Conrad [2], Ian Somerhalder [3], and then-newlyweds Jessica Simpson [4] and Nick Lachey [5] being just a few of the names that have traveled to the South for the big event in years past.

Click through to see all the wide-brimmed toppers, bright sundresses, and star couples as we celebrate the Kentucky Derby this weekend!

Luke Bryan and his wife, Caroline Boyer, coordinated their hats in 2013.

Jessica Simpson [6] and Nick Lachey [7] got in on the fun in 2004.

Before she became George Clooney [8]'s girlfriend, Stacy Keibler checked out the 2006 Kentucky Derby.

Miranda Lambert hit a high note in all red in 2014.

Angela Bassett got a kick out of her hat during the 2014 festivities.

Lindsay Price [9] and Curtis Stone hung out at a Derby party in LA in 2011.

Kim Kardashian [10] and her mom Kris Jenner brought big hats to the Derby in 2009.

Joey Fatone accessorized his dapper look with a straw hat in 2012.

Star Jones took a selfie with her dog at the 2014 races.

Krysten Ritter struck a pose in 2013.

Ashanti brought her best floral look in 2006.

Kellan Lutz [11] hit the red carpet with his girlfriend, Sharni Vinson, in 2012.

Kate Walsh [12] got away from the races to promote Mott's in 2011.

Adrian Grenier [13] was spotted in the 2008 crowd.

Gabrielle Union [14] and a pal matched in black and white in 2007.

Diddy [15] smoked a cigar during the 2001 races.

Melissa Joan Hart got floral for the 2007 races.

Mary J. Blige wore head-to-toe red for a party during the 2012 event.

Rebecca Romijn [16] and Jerry O'Connell [17] were in the crowd in 2010.

Maria Menounos brought a bright look to the 2010 festivities.

Tom Brady [18] was on hand in 2008 to watch the horse races.

Miranda Lambert had fun in 2013.

Melissa Joan Hart and Jerry O'Connell [19] grabbed drinks inside in 2001.

Ashton Kutcher [20] was dressed to the nines for the 2012 event.

In 2004, Eli Manning and Carson Daly suited up to watch the races.

Debra Messing [21] matched her hat to her silver dress at the Kentucky Derby in 2012.

Hugh Hefner brought his then-girlfriends to the 2008 derby.

Lauren Conrad [22] went for a simple, yet fun look in 2013.

Ian Somerhalder [23] wore a suit to Churchill Downs for the event in 2011.

Ashlee Simpson [24] posed in polka dots in 2010.

Diane Lane [25] led the Kentucky Derby Pegasus Parade in 2010 to promote Secretariat.

Tara Lipinski and Johnny Weir both had fun with their extravagant hats in 2014.

Nicole Richie [26] wore yellow to attend the annual event in 2004.

Ginnifer Goodwin [27] looked sleek and sophisticated in a bright dress and matching hat for the 2012 festivities.

Sofia Coppola and Spike Jones checked out the track in 2001.

The queen visited Churchill Downs for the 133rd Kentucky Derby in 2007.

In 2006, Jaime Pressly popped up in Kentucky for the races.

Nick Lachey [28] and Jessica Simpson [29] attended the 2001 Kentucky Derby together.

Nick Lachey [30] and Vanessa Minnillo [31] were off to the races in 2010.

Paula Patton followed the big hat trend in 2011.

Paris Hilton [32] and Doug Reinhardt celebrated the 2009 Derby at the Barnstable Brown Party.

LeAnn Rimes smiled bright in a blooming dress at the 135 Kentucky Derby in 2009.

Molly Sims dressed up in 2008.

Rachael Leigh Cook soaked up the sun at the 2001 races.

Miranda Lambert kept her bets a secret while checking out the races in 2012.

Mario Lopez and a pregnant Courtney Mazza attended the 2010 races.

Miranda Lambert brought her cowboy boots to the Derby in 2011.

Kid Rock [33] signed autographs on his way into the 2009 event.

Brooke Shields [34] brought her whole family to Kentucky for the 2009 Derby fun.

In 2014, Meagan Camper showed off her baby bump when she and Pete Wentz [35] walked the red carpet.

Marisa Miller [36] posed on her way into the Kentucky Derby in 2010.

Usher [37] and Star Jones watched the event from a balcony in 2006.

Zoe Saldana [38] got close to the track in 2007.

Niki Taylor and her husband Burney Lamar locked lips on the red carpet at the Kentucky Derby in 2011.

Heidi Montag [39] and Spencer Pratt [40] cozied up at Churchill Downs in 2008.

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