A quiet scene on campus. Happy Sweetest Day! The first Sweetest Day was pronounced as October 8, 1921 in Cleveland. The Cleveland Plain Dealer’s October 8, 1922 edition, which chronicles the first Sweetest Day in Cleveland, states that the first Sweetest Day was planned by a committee of 12 confectioners chaired by candymaker C. C. Hartzell. The Sweetest Day in the Year Committee distributed over 20,000 boxes of candy to “newsboys, orphans, old folks, and the poor” in Cleveland, Ohio