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
| 2023 | Wilton | Stamford - American Division | Stamford - National Division & | |
2022 | Ridgefield | Stamford North | Stamford North | |
2021 | Wilton | Stamford North | Wilton | |
2020 | Stamford North | Ridgefield | Darien | |
2019 | Wilton | Ridgefield | | Stamford Seniors * |
2018 | Weston | Stamford North | Stamford American | Stamford Seniors |
2017 | Ridgefield | Stamford American | Darien | |
2016 | Stamford North | Stamford National | Stamford National * | |
2015 | Stamford North | Ridgefield | Stamford North | |
2014 | Norwalk | Norwalk | Springdale | |
2013 | Stamford National | Wilton | Wilton | |
2012 | Wilton | North Stamford | Darien American | |
2011 | North Stamford | North Stamford | Wilton | |
2010 | North Stamford | Wilton | North Stamford | |
2009 | North Stamford | Stamford American | Darien National | |
2008 | Springdale | National-Lione | North Stamford | |
2007 | Ridgefield American | Darien American | Wilton | |
2006 | Ridgefield American | Wilton | Stamford American | |
2005 | Ridgefield National | North Stamford | North Stamford | |
2004 | Ridgefield National | Darien American | Ridgefield National | |
2003 | North Stamford * | Stamford American | | |
2002 | Stamford National-Lione | Springdale | | |
2001 | Ridgefield National | | | |
2000 | Springdale | | | |
1999 | Ridgefield National | | | |
1998 | Darien | | | |
1997 | Stamford Natioinal-Lione | | | |
1996 | Stamford American | | | |
1995 | Springdale | | | |
1994 | North Stamford | | | |
1993 | Springdale | | | |
1992 | Stamford National-Lione * | | | |
1991 | Ridgefield American | | | |
1990 | Springdale * | | | |
1989 | North Stamford | | | |
1988 | Stamford Northrop | | | |
1987 | Springdale * | | | |
1986 | Norwalk American | | | |
1985 | Stamford American | | | |
1984 | Stamford American | | | |
1983 | Stamford American + | | | |
1982 | Stamford Federal * | | | |
1981 | Stamford Federal + | | | |
1980 | Stamford National | | | |
1979 | Springdale | | | |
1978 | Springdale | | | |
1977 | Wilton | | | |
1976 | Stamford Northrop | | | |
1975 | Stamford Northrop | | | |
1974 | Springdale | | | |
1973 | Stamford Federal | | | |
1972 | Darien North | | | |
1971 | Wilton | | | |
1970 | Springdale | | | |
1969 | Stamford Lione | | | |
1968 | Stamford National | | | |
1967 | Stamford National | | | |
1966 | Stamford Federal | | | |
1965 | Stamford American | | | |
1964 | Darien North | | | |
1963 | Wilton | | | |
1962 | Stamford National | | | |
1961 | Darien | | | |
1960 | Stamford National | | | |
1959 | Springdale | | | |
1958 | Darien + | | | |
1952 | Stamford +! | | | |