POPSUGAR Celebrity

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

May 2 2014 - 9:36pm

The 140th Kentucky Derby is this weekend! Horse fanatics, hat-wearing women, and spectators 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!

Miranda Lambert had fun in 2013.

Ginnifer Goodwin [6] looked sleek and sophisticated in a bright dress and matching hat for the 2012 festivities.

Paula Patton followed the big hat trend in 2011.

Ashton Kutcher [7] was dressed to the nines for the 2012 event.

Diane Lane [8] led the Kentucky Derby Pegasus Parade in 2010 to promote Secretariat.

Kellan Lutz [9] hit the red carpet with his girlfriend, Sharni Vinson, in 2012.

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

Ashlee Simpson [11] posed in polka dots in 2010.

Nick Lachey [12] and Vanessa Minnillo [13] were off to the races in 2010.

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

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

Lauren Conrad [14] went for a simple, yet fun look in 2013.

Marisa Miller [15] posed on her way into the Kentucky Derby in 2010.

Jessica Simpson [16] and Nick Lachey [17] got in on the fun in 2004.

Nicole Richie [18] wore yellow to attend the annual event in 2004.

Brooke Shields [19] brought her whole family to Kentucky for the 2009 Derby fun.

Usher [20] and Star Jones watched the event from a balcony in 2006.

Gabrielle Union [21] and a pal matched in black and white in 2007.

Ian Somerhalder [22] wore a suit to Churchill Downs for the event in 2011.

Tom Brady [23] was on hand in 2008 to watch the horse races.

Krysten Ritter struck a pose in 2013.

Lindsay Price [24] and Curtis Stone hung out at a Derby party in LA in 2011.

Adrian Grenier [25] was spotted in the 2008 crowd.

Heidi Montag [26] and Spencer Pratt [27] cozied up at Churchill Downs in 2008.

Before she became George Clooney [28]'s girlfriend, Stacy Keibler checked out the 2006 Kentucky Derby.

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

Melissa Joan Hart and Jerry O'Connell [29] grabbed drinks inside in 2001.

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

Paris Hilton [30] and Doug Reinhardt celebrated the 2009 Derby at the Barnstable Brown Party.

Kate Walsh [31] got away from the races to promote Mott's in 2011.

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

Debra Messing [32] matched her hat to her silver dress at the Kentucky Derby in 2012.

Diddy [33] smoked a cigar during the 2001 races.

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

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

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

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

Zoe Saldana [34] got close to the track in 2007.

Maria Menounos brought a bright look to the 2010 festivities.

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

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

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

Nick Lachey [35] and Jessica Simpson [36] attended the 2001 Kentucky Derby together.

Molly Sims dressed up in 2008.

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

Melissa Joan Hart got floral for the 2007 races.

Rebecca Romijn [37] and Jerry O'Connell [38] were in the crowd in 2010.

Kid Rock [39] signed autographs on his way into the 2009 event.

Ashanti brought her best floral look in 2006.

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

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