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 51 of 56 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 51 I take it back. Now, that's a lot of red! Even in the rain this woman was all smiles in her huge red-flower hat in 2013. Previous Next Start Slideshow WomenKentucky DerbyHistory