Windsor Hats first surfaced on Chictopia's streetstyle gallery in Fall 2011 seen on Manila/Cebu blogger Kryz of kryzuy.com. She wore her ruby red windsor hat with a brown the bag department bag, chartreuse Applerust top, and white So FAB heels. Since then, Windsor Hats have grown in popularity as bloggers from Los Angeles, Providence, and Wallingford have discovered them. Windsor Hats are generally seen in urban, bohemian, and vintage style. Popular types of Windsor Hats are sun, made of coolness, floppy hat, sun hat, and bowler hat. Blogger's favorite colors are black, ruby red, and tan.
There are currently 22 streetstyle photos of bloggers wearing Windsor Hats.