Below is our history of District Champions. Teams winning at higher levels of play are noted as well.
& Sectional Champion
* State Champion
+ Regional Champion / World Series Participant
+! World Series Champion
| 2024 | Stamford - National Division &
| Darien
| Ridgefield
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| 2023 | Wilton | Stamford - American Division | Stamford - National Division & | |
2022 | Ridgefield | Stamford North | Stamford North |
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2021 | Wilton | Stamford North | Wilton |
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2020 | Stamford North | Ridgefield | Darien |
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2019 | Darien | Wilton | Ridgefield
| Stamford Seniors * |
2018 | Weston | Stamford North | Stamford American | Stamford Seniors |
2017 | Ridgefield | Stamford American | Darien |
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2016 | Stamford North | Stamford National | Stamford National * |
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2015 | Stamford North | Ridgefield | Stamford North |
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2014 | Norwalk | Norwalk | Springdale |
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2013 | Stamford National | Wilton | Wilton |
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2012 | Wilton | North Stamford | Darien American |
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2011 | North Stamford | North Stamford | Wilton |
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2010 | North Stamford | Wilton | North Stamford |
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2009 | North Stamford | Stamford American | Darien National |
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2008 | Springdale | National-Lione | North Stamford |
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2007 | Ridgefield American | Darien American | Wilton |
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2006 | Ridgefield American | Wilton | Stamford American |
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2005 | Ridgefield National | North Stamford | North Stamford |
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2004 | Ridgefield National | Darien American | Ridgefield National |
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2003 | North Stamford * | Stamford American |
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2002 | Stamford National-Lione | Springdale |
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2001 | Ridgefield National |
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2000 | Springdale |
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1999 | Ridgefield National |
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1998 | Darien |
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1997 | Stamford Natioinal-Lione |
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1996 | Stamford American |
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1995 | Springdale |
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1994 | North Stamford |
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1993 | Springdale |
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1992 | Stamford National-Lione * |
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1991 | Ridgefield American |
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1990 | Springdale * |
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1989 | North Stamford |
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1988 | Stamford Northrop |
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1987 | Springdale * |
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1986 | Norwalk American |
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1985 | Stamford American |
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1984 | Stamford American |
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1983 | Stamford American + |
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1982 | Stamford Federal * |
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1981 | Stamford Federal + |
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1980 | Stamford National |
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1979 | Springdale |
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1978 | Springdale |
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1977 | Wilton |
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1976 | Stamford Northrop |
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1975 | Stamford Northrop |
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1974 | Springdale |
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1973 | Stamford Federal |
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1972 | Darien North |
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1971 | Wilton |
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1970 | Springdale |
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1969 | Stamford Lione |
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1968 | Stamford National |
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1967 | Stamford National |
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1966 | Stamford Federal |
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1965 | Stamford American |
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1964 | Darien North |
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1963 | Wilton |
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1962 | Stamford National |
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1961 | Darien |
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1960 | Stamford National |
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1959 | Springdale |
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1958 | Darien + |
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1952 | Norwalk +! |
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