Madewell Hats first surfaced on Chictopia's streetstyle gallery in Winter 2012 seen on blogger OnTheRacks of ontheracks.com. She wore her gray madewell beanie hat with a brown Matiko boots, forest green J Brand waxed jeans, and black Nine West jacket. Since then, Madewell Hats have grown in popularity as bloggers from Baltimore, Encinitas, and Los Angeles have discovered them. Madewell Hats are generally seen in chic, casual, and bohemian style. Popular types of Madewell Hats are baseball, beanie, slouchy, straw hat, and floppy hat. Blogger's favorite colors are dark gray, light brown, red, and ruby red.
There are currently 30 streetstyle photos of bloggers wearing Madewell Hats. Most recently, blogger michelletakeaim of takeaim.nu rocked her brick red madewell flannel hat with a black Trigger State aztec jacket, white Trigger State tiger print shirt, and black madewell stretch pants.