Sweetest Day is celebrated on the third Saturday of October every year. Therefore, Sweetest Day 2023 will be celebrated on October 21, 2023. It is a holiday that allows participants to express love or admiration toward someone in their life, and it is celebrated in the Midwest region of the United States, including states such as Michigan, Ohio, Indiana, Illinois, and Wisconsin. Sweetest Day originally began in Cleveland, Ohio, in 1922 when various candy companies joined together to distribute over 20,000 boxes of candy to vulnerable populations, such as orphaned children, the elderly, and the poor, in the community.