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 4 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 4 This bright hat made an appearance at the 2006 Derby. Previous Next Start Slideshow WomenKentucky DerbyHistory