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 34 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 34 A woman wore a bright red hat with a big white flower to the 2011 race. Previous Next Start Slideshow WomenKentucky DerbyHistory