The My Dear Stakes is a Canadian Thoroughbred horse race run annually in late June at Woodbine Racetrack in Toronto, Ontario.
Open to two-year-old fillies, it is contested over a distance of five furlongs on Polytrack and currently carries a purse of approximately $101,000 +.
The race was named for the retrospective American Champion Older Female Horse of 1923, My Dear, whose greatest performances came at the Old Woodbine Race Course.
Inaugurated at the now defunct Thorncliffe Park Raceway in Toronto, in 1956 the race was moved to the Old Woodbine Race Course then the following year to the newly constructed Woodbine Racetrack.
The My Dear Stakes was contested in two divisions in 1953, 1955, 1969, 1979, 1986.