The Gummere Cup is awarded to the league champion. Points are awarded in standard form, i.e. three for a win, one for a draw, none for a loss. All games pertinent to deciding the championship must be played. In the case of a tie in points at the season’s end, co-champions will be declared.
2008 – Middlesex
2007 – BBN
2006 – Nobles, Thayer
2005 – Belmont Hill, Brooks, Thayer
2004 – BBN, Brooks
2003 – Brooks
2002 – Nobles & Greenough
2001 – River’s
2000 – St. Paul’s
1999 – Nobles & Greenough
1998 – Nobles & Greenough
1997 – Belmont Hill
1996 – Belmont Hill
1995 – Roxbury Latin
1994 – Roxbury Latin
1993 – Belmont Hill
1992 – Belmont Hill
1991 – Belmont Hill
1990 – Belmont Hill
1989 – Belmont Hill
1988 – Lawrence, Milton
1987 – Milton
1986 – Brooks
1985 – St. Paul’s
1984 – St. Paul’s
1983 – Nobles & Greenough
1982 – Brooks
1981 – Belmont Hill
1980 – Belmont Hill
1979 – Nobles & Greenough
1978 – Groton
1977 – Belmont Hill
1976 – Middlesex
1975 – Milton, St. Mark’s
1974 – Groton
1973 – Belmont Hill
1972 – Tabor
1971 – Tabor
1970 – Belmont Hill
1969 – St. Mark’s
1968 – St. Mark’s
1967 – St. Mark’s
1966 – Tabor
1965 – GDA
1964 – Tabor
1963 – St. Mark’s
1962 – St. Mark’s
1961 – GDA, Tabor
1960 – Brooks, Milton
1959 – GDA
1958 – St. Mark’s
1957 – Tabor
1956 – Tabor
1955 – Tabor
1954 – St. Mark’s
1953 – GDA
1952 – GDA
1951 – Milton
1950 – Milton
1949 – Nobles & Greenough
1948 – Milton
