Twilight Tear was an American Hall of Fame Thoroughbred filly racehorse. At age two, she won four of her six starts, finishing second and third in her other two starts. Her performances earned her a share of 2-year-old filly honors.
At three, Twilight Tear won fourteen out of seventeen races including eleven straight, beating both fillies and colts. In the prestigious Pimlico Special she defeated Devil Diver and Kentucky Derby and Preakness Stakes winner Pensive in a time that matched the record set by Seabiscuit in the 1938 race. Her dominating performance in 1944 earned her Horse of the Year honors, the first filly to do so in forty years.
In her first race at age four, Twilight Tear suffered respiratory tract problems and was retired to stand as a broodmare at Calumet Farm.