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 19 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 19 Fans looked down at spectators as they gathered in the paddock area at the 2011 race. Previous Next Start Slideshow WomenKentucky DerbyHistory