[2] The Massachusetts Handicap was won by some of the biggest names in Thoroughbred racing history including Hall of Fame inductees Riva Ridge, Stymie, Seabiscuit, Eight Thirty and Triple Crown winner Whirlaway who broke the track record in his 1942 win.
[3] On August 7, 1937, the great Seabiscuit won his seventh consecutive stakes race in track record time for the $70,000 purse of the 1937 MassCap.
In the 1955 Massachusetts Handicap, jockey Sam Boulmetis, Sr. rode Helioscope to a track record time of 2:01 for 1+1⁄4 miles (2.0 km).
[5] Later, in an attempt to bring the MassCap back to its former glory, new ownership offered a purse of $500,000 in 1995 and quickly drew the likes of Cigar and Skip Away to the track.
Suffolk Downs also provided a bonus of $200,000 if the winner won multiple Grade I or Group 1 stakes races at a mile or longer.