| | Date | Location | Winner | Score | 
|---|
 | 1897 | Amherst, MA | Massachusetts | 36–0 |  | 1899 | Amherst, MA | Massachusetts | 34–6 |  | 1900 | Storrs, CT | Massachusetts | 17–6 |  | 1916 | Amherst, MA | Massachusetts | 12–0 |  | 1919 | Amherst, MA | Massachusetts | 15–7 |  | 1920 | Amherst, MA | Massachusetts | 28–0 |  | 1921 | Storrs, CT | Massachusetts | 13–0 |  | 1922 | Amherst, MA | Massachusetts | 13–6 |  | 1924 | Amherst, MA | Connecticut | 12–10 |  | 1925 | Storrs, CT | Massachusetts | 13–0 |  | 1926 | Amherst, MA | Connecticut | 13–6 |  | 1932 | Storrs, CT | Massachusetts | 39–0 |  | 1933 | Amherst, MA | Massachusetts | 40–7 |  | 1934 | Storrs, CT | Massachusetts | 7–6 |  | 1935 | Amherst, MA | Massachusetts | 25–12 |  | 1936 | Storrs, CT | Connecticut | 13–0 |  | 1937 | Amherst, MA | Connecticut | 36–7 |  | 1938 | Storrs, CT | Connecticut | 19–0 |  | 1939 | Amherst, MA | Connecticut | 7–6 |  | 1940 | Storrs, CT | Connecticut | 13–0 |  | 1941 | Amherst, MA | Massachusetts | 8–6 |  | 1942 | Storrs, CT | Connecticut | 26–0 |  | 1952 | Storrs, CT | Connecticut | 26–13 |  | 1953 | Amherst, MA | Connecticut | 41–0 |  | 1954 | Amherst, MA | Massachusetts | 20–13 |  | 1955 | Storrs, CT | Connecticut | 18–13 |  | 1956 | Amherst, MA | Connecticut | 71–6 |  | 1957 | Storrs, CT | Connecticut | 19–6 |  | 1958 | Amherst, MA | Connecticut | 28–14 |  | 1959 | Storrs, CT | Connecticut | 26–0 |  | 1960 | Amherst, MA | Connecticut | 31–0 |  | 1961 | Storrs, CT | Massachusetts | 31–13 |  | 1962 | Amherst, MA | Massachusetts | 16–6 |  | 1963 | Storrs, CT | Massachusetts | 21–3 |  | 1964 | Amherst, MA | Massachusetts | 30–0 |  | 1965 | Storrs, CT | Massachusetts | 20–7 |  | 1966 | Amherst, MA | Massachusetts | 12–6 | 
 | Date | Location | Winner | Score | 
|---|
 | 1967 | Storrs, CT | Massachusetts | 35–14 |  | 1968 | Amherst, MA | Connecticut | 27–20 |  | 1969 | Storrs, CT | Massachusetts | 28–7 |  | 1970 | Amherst, MA | Tie | 21–21 |  | 1971 | Storrs, CT | Tie | 3–3 |  | 1972 | Amherst, MA | Massachusetts | 49–16 |  | 1973 | Storrs, CT | Connecticut | 28–6 |  | 1974 | Amherst, MA | Connecticut | 10–9 |  | 1975 | Storrs, CT | Massachusetts | 29–14 |  | 1976 | Amherst, MA | Connecticut | 28–6 |  | 1977 | Storrs, CT | Massachusetts | 10–0 |  | 1978 | Amherst, MA | Massachusetts | 17–10 |  | 1979 | Storrs, CT | Connecticut | 24–0 |  | 1980 | Amherst, MA | Massachusetts | 39–21 |  | 1981 | Storrs, CT | Massachusetts | 29–24 |  | 1982 | Amherst, MA | Massachusetts | 30–14 |  | 1983 | Storrs, CT | Connecticut | 16–6 |  | 1984 | Amherst, MA | Connecticut | 21–16 |  | 1985 | Storrs, CT | Massachusetts | 21–7 |  | 1986 | Amherst, MA | Connecticut | 20–17 |  | 1987 | Storrs, CT | Connecticut | 21–17 |  | 1988 | Amherst, MA | Connecticut | 35–14 |  | 1989 | Storrs, CT | Connecticut | 39–33 |  | 1990 | Amherst, MA | Massachusetts | 38–19 |  | 1991 | Storrs, CT | Connecticut | 26–21 |  | 1992 | Amherst, MA | Massachusetts | 20–7 |  | 1993 | Storrs, CT | Massachusetts | 20–17 |  | 1994 | Amherst, MA | Connecticut | 21–13 |  | 1995 | Storrs, CT | Connecticut | 20–7 |  | 1996 | Amherst, MA | Massachusetts | 39–38 |  | 1997 | Amherst, MA | Connecticut | 49–16 |  | 1998 | Storrs, CT | Connecticut | 44–41 |  | 1998 | Amherst, MA | Connecticut | 28–27 |  | 1999 | Amherst, MA | Massachusetts | 62–20 |  | 2012 | East Hartford, CT | Connecticut | 37–0 |  | Series: Massachusetts leads 36–34–2 | 
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