When Is Sweetest Day 2024 Schedule. Usually celebrated on the 3rd saturday in october, sweetest day began in the early 20th century to honor sweethearts, close friends, relatives or employees with special gift of sweets or. The sweetest day began in cleveland, ohio, during the month of october in 1922.

Sweetest day is observed each year on the third saturday in october. Sweetest day is celebrated on october 19 which is all about being kind by sharing a nice thought, giving a small gift, or doing something kind.