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 24 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 24 A fan at the 2011 race looked on wearing her brown and red hat. Previous Next Start Slideshow WomenKentucky DerbyHistory