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 18 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 18 Fans watched with their hats firmly on their heads in 1993. Previous Next Start Slideshow WomenKentucky DerbyHistory