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 36 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 36 A woman was seen in the grandstands wearing a beige and black number in 2010. Previous Next Start Slideshow WomenKentucky DerbyHistory