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| Year | Location |
| 2024 | Southern Maryland Youth Organization (Pomfret) (District 7) |
| 2023 | Easton (District 6) |
| 2022 | Perryville Community (District 5) |
| 2021 | South Maryland (Davidsonville) (District 4) |
| 2020 | International tournament not held due to Covid-19 pandemic |
| 2019 | Frederick National (District 2) |
| 2018 | Hagerstown Federal (District 1) |
| 2017 | Fruitland (District 8) |
| 2016 | Waldorf (District 7) |
| 2015 | Easton (District 6) |
| 2014 | North East (District 5) |
| 2013 | Arbutus (District 4) |
| 2012 | Brunswick Railroaders (District 2) |
| 2011 | Maugansville (District 1) |
| 2010 | West Salisbury (District 8) |
| 2009 | Waldorf (District 7) |
| 2008 | Easton (District 6) |
| 2007 | Rising Sun Community (District 5) |
| 2006 | Arbutus (District 4) |
| 2005 | Frederick National (District 2) |
| 2004 | Conococheague (Williamsport) (District 1) |
| 2003 | East Wicomico (Salisbury) (District 8) |
| 2002 | Hughesville (District 7) |
| 2001 | Easton (District 6) |
| 2000 | Perryville Community (District 5) |
| 1999 | Arbutus (District 4) |
| 1998 | Frederick National (District 2) |
| 1997 | Hagerstown National (District 1) |
| 1996 | Maryland District 8 (held at multiple district sites - championship game at Winterplace Park in Salisbury) |
| 1995 | Waldorf (District 7) |
| 1994 | Cambridge (District 6) |
| 1993 | Perryville Community (District 5) |
| 1992 | Maryland City (District 4) |
| 1991 | Westminster (District 2) |
| 1990 | Conococheague (Williamsport) (District 1) |
| 1989 | Salisbury (District 8) |
| 1988 | Patuxent Naval Air Station (Lexington Park) (District 7) |
| 1987 | Choptank (Cambridge) (District 6) |
| 1986 | Elkton Community (District 5) |
| 1985 | Maryland City (District 4) |
| 1984 | Brunswick Railroaders (District 2) |
| 1983 | Halfway (District 1) |
| 1982 | Southern Charles County (La Plata) (District 7) |
| 1981 | Salisbury (District 8) |
| 1980 | Havre de Grace (District 5) |
| 1979 | Hagerstown (District 1) |
| 1978 | East Frederick (District 2) |
| 1977 | Southern Charles County (La Plata) (District 7) |
| 1976 | Cambridge (District 6) |
| 1975 | Maryland City (District 4) |
| 1974 | Thurmont (District 2) |
| 1973 | Calvert County American (Prince Frederick) (District 4) |
| 1972 | Halfway (District 1) |
| 1971 | Havre de Grace (District 5) |
| 1970 | Ocean City (District 6) |
| 1969 | Leakin Park (Baltimore) (District 3) |
| 1968 | Brunswick Railroaders (District 2) |
| 1967 | Arbutus (District 4) |
| 1966 | Hagerstown National (District 1) |
| 1965 | Elkton Community (District 5) |
| 1964 | Salisbury (District 6) |
| 1963 | Hagerstown American (District 1) |
| 1962 | Frederick (District 2) |
| 1961 | Leakin Park (Baltimore) (District 3) |
| 1960 | Hagerstown American (District 1) |
| 1959 | Brooklyn Park (Baltimore) (District 4) |
| 1958 | Easton (District 6) |
| 1957 | Frederick National (District 1) |
The 2002 Maryland state championship game started at Hughesville Little League's Oak Ridge Park, but was resumed at Laurel Springs Regional Park in La Plata following a mid-game delay caused by heavy rain.