2024 - Holden
2023 - Rutland
2022 - Rutland
2021 - Rutland
2020 - International tournament not held due to Covid-19 pandemic
2019 - Holden
2018 - Joe Schwartz (Worcester)
2017 - Holden
2016 - Holden
2015 - Holden
2014 - Holden
2013 - Holden
2012 - West Boylston
2011 - Joe Schwartz (Worcester)
2010 - Joe Schwartz (Worcester)
2009 - Joe Schwartz (Worcester)
2008 - Joe Schwartz (Worcester)
2007 - Joe Schwartz (Worcester)
2006 - Joe Schwartz (Worcester)
2005 - Rutland
2004 - Jesse Burkett (Worcester)
2003 - Joe Schwartz (Worcester)
2002 - Jesse Burkett (Worcester)
2001 - Jesse Burkett (Worcester)
2000 - Jesse Burkett (Worcester)
1999 - Joe Schwartz (Worcester)
1998 - Jesse Burkett (Worcester)
1997 - Jesse Burkett (Worcester)
1996 - Joe Schwartz (Worcester)
1995 - Jesse Burkett (Worcester)
1994 - Joe Schwartz (Worcester)
1993 - Jesse Burkett (Worcester)
1992 - Holden
1991 - Holden
1990 - Jack Barry (Worcester)
1989 - Tris Speaker (Worcester)
1988 - Ted Williams (Worcester)
1987 - Ty Cobb (Worcester)
1986 - Sterling George Gibbs
1985 - Lou Gehrig (Worcester)
1984 - Joe Schwartz (Worcester)
1983 - Jack Barry (Worcester)
1982 - Jesse Burkett (Worcester)
1981 - Tom Ash (Worcester)
1980 - Clinton
1979 - Tom Ash (Worcester)
1978 - Tom Ash (Worcester)
1977 - Jack Barry (Worcester)
1976 - Joe Schwartz (Worcester)
1975 - James O'Brien (Worcester)
1974 - Joe Schwartz (Worcester)
1973 - Ty Cobb (Worcester)
1972 - James O'Brien (Worcester)
1971 - Tris Speaker (Worcester)
1970 - Jack Barry (Worcester)
1969 - Lou Gehrig (Worcester)
1968 - Lou Gehrig (Worcester)
1967 - Jesse Burkett (Worcester)
1966 - Ty Cobb (Worcester)
1965 - Ted Williams (Worcester)
1964 - Jack Barry (Worcester)
1963 - Clinton
1962 - Joe Wood (Worcester) (now Ted Williams LL)
1961 - Tris Speaker (Worcester)
1960 - Tom Ash (Worcester)
1959 - Joe Dimaggio (Worcester)
1958 - Tris Speaker (Worcester)
1957 - Gabby Hartnett (Worcester) (now Tom Ash LL)

NOTE: Worcester's Ted Williams LL, which was chartered under the Ted Williams name in 1956, was known as the Joe Wood LL from 1962 through 1964. The Tom Ash LL was known as the Gabby Hartnett LL in the 1950s.

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