Uptown Girl Headwear on the flashing billboards of Times Square. UptownGirlHeadwear.com, a global Headwear company operating and manufacturing in New York City, appears in ads on the flashing billboards of Times Square. We have never felt so incredible! Decades of hard work! See video on our Instagram page. In time for Valentines Day 2020, we are ecstatic to announce our recent ads that run all week long.