Kentucky Derby Fashion: Celebs in Crazy Hats

Celebrity Style Apr. 30, 2012 AT 3:58PM
Miranda Lambert, LeAnn Rimes, Kim Kardashian Miranda Lambert, LeAnn Rimes, Kim Kardashian Credit: Jason Kempin/WireImage, Jeff Gentner/Getty Images, Michael Hickey/WireImage

The 138th annual Kentucky Derby is less than a week away (Saturday, May 5), and if past years are any indication, the real competition will be on the sidelines where the celebs show off their best festive fashions.

The most important accessory at the Run for the Roses is an elaborate hat, and the bigger the headgear the better.

PHOTOS: Royals wearing outrageous hats

Case in point: In 2009 Kim Kardashian's curves were nearly upstaged by the reality star's oversized floppy hat with tulle embellishment.

The same year LeAnn Rimes paired a sweet floral-print dress with a giant topper adorned with a matching red ribbon.

Country singer Miranda Lambert rocked her ivory saucer-shaped version with a frilly strapless dress and cowboy boots in 2011.

PHOTOS: Stars in Kate Middleton-inspired fascinators

Pete Wentz, Ashlee Simpson; Jessica Simpson, Nick Lachey; Nick Lachey,Vanessa Minillo
Pete Wentz, Ashlee Simpson; Jessica Simpson, Nick Lachey; Nick Lachey,Vanessa Minillo
Credit: Jeff Gentner/Getty Images, Mike Simons/Getty Images, Joey Foley/Getty Images

Even Pete Wentz got into the spirit in 2010, wearing a jockey-inspired ensemble with a cap and red socks that coordinated with then-wife Ashlee Simpson's retro polka-dot dress and accessories.

Jessica Simpson channeled Barbie back in 2004, when she hit up the race with then-hubby Nick Lachey in a girlie pink hat and colorful dress.

PHOTOS: This Hollywood tot loves to wear hats

Lachey, who's made several appearances at the Derby over the years, accompanied his then-fiance Vanessa Minnillo (in a chic LBD and whimsical fascinator) to the races last year.

And way before she was a Fashion Star mentor, Nicole Richie showed up at an event in a bright yellow pantsuit with a black-and-pink hat in 2004.

Nicole Richie at the Kentucky Derby in May of 2004
Nicole Richie at the Kentucky Derby in May of 2004
Credit: Mike Simons/Getty Images

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