After that, Chester won three consecutive races, all in the same week, and was spelled to await his three-year-old season.
[4] As a flying three-year-old, Chester won seven of his ten starts, setting three race records.
His next race, just three days after his Derby triumph, was the gruelling two-mile (3,200m) Melbourne Cup over a slippery, muddy track.
He was entered in the Melbourne Cup two days later, assigned with top weight of 9 st 6 lb (60 kg), but sore and out of condition for the two-miler, he placed sixth, with yet another Yattendon son, Grand Flaneur, taking the money.
By the time Chester had retired to stand at Kirkham Stud,[1] near Camden, his owner, James White, had purchased a number of well-bred colonial broodmares.
White had also purchased Martini-Henry, by Musket, as a stallion for Kirkham, and he used as a cross with Chester daughters with some success.