Popsugar Love Women Why Do Women Wear Hats at Kentucky Derby? Why Women Wear Fancy Hats at the Kentucky Derby April 30, 2015 by Annie Gabillet View On One Page Photo 14 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 14 A spectator was seen in the grandstand wearing her light-pink hat in 2007. Previous Next Start Slideshow WomenKentucky DerbyHistory