| Year | Result |
| 2009 | Brattleboro 13, Essex Town 3 (4 innings) |
| 2008 | Williston 11, Connecticut Valley South 10 |
| 2007 | Essex Junction 9, Shelburne 4 |
| 2006 | Colchester 15, Essex Junction 6 |
| 2005 | Shelburne 6, Essex Junction 5 |
| 2004 | Essex Junction 3, Burlington American 0 |
| 2003 | South Burlington 9, Lyndonville 2 |
| 2002 | Essex Junction 10, Central Vermont (Washington) 4 |
| 2001 | South Burlington 11, Connecticut Valley North (Bradford) 1 (5 innings) |
| 2000 | Brattleboro d. Shelburne |
| 1999 | Essex Town 7, Brattleboro 6 |
| 1998 | Brattleboro 4, Essex Town 3 |
| 1997 | Essex Town 15, Lyndonville 14 |
| 1996 | Essex Town 10, Colchester 1 |
| 1995 | Essex Town d. Connecticut Valley (Woodsville/Bradford) |
| 1994 | Brattleboro 24, Middlebury Area 6 |
| 1993 | Brattleboro 4, Shelburne 1 |
| 1992 | North Burlington 4, Northfield 1 |
| 1991 | Bennington 7, North Burlington 4 (7 innings) |
| 1990 | North Burlington 9, Brattleboro 0 |
| 1989 | Swanton 14, Brattleboro 7 |
| 1988 | Connecticut Valley (Woodsville/Bradford) 6, Granite City (Barre) 4 |
| 1987 | Essex Junction 8, Milton 1 |
| 1986 | Bennington 5, Essex Junction 3 |
| 1985 | St. Johnsbury 6, Georgia 1 |
| 1984 | Green Mountain (Barre Town) 5, Bennington 3 |
| 1983 | Norshaft (North Bennington/Shaftsbury) 9, Randolph 2 |
| 1982 | Brattleboro 3, Williston 2 |
| 1981 | North Burlington 1, Milton 0 |
| 1980 | Green Mountain (Barre Town) 7, Brattleboro 3 |
| 1979 | Granite City (Barre) 10, Connecticut Valley (Woodsville/Bradford) 1 |
| 1978 | Brattleboro 11, North Burlington 5 |
| 1977 | Brattleboro 10, Green Mountain (Barre Town) 1 |
| 1976 | North Burlington 9, Bennington 0 |
| 1975 | North Burlington 13, Bellows Falls 2 |
| 1974 | Essex Junction 5, Bennington 1 |
| 1973 | Bellows Falls 10, Mount Mansfield 1 |
| 1972 | Brattleboro d. St. Johnsbury |
| 1971 | Burlington American 12, Bennington 4 (8 innings) |
| 1970 | Brattleboro 6, Burlington American 2 |
| 1969 | Brattleboro 8, Granite City (Barre) 0 |
| 1968 | Burlington National 3, Brattleboro 1 |
| 1967 | Burlington American 3, Brattleboro 1 |
| 1966 | Brattleboro 8, Granite City (Barre) 3 |
| 1965 | Granite City (Barre) 21, Bennington 2 |
| 1964 | Brattleboro d. Granite City (Barre) |
| 1963 | Burlington American 2, Norshaft (North Bennington/Shaftsbury) 1 |
| 1962 | Norshaft (North Bennington/Shaftsbury) 9, Granite City (Barre) 4 |
| 1961 | Granite City (Barre) 4, Brattleboro 2 |
| 1960 | Brattleboro 3, Burlington American 1 |
| 1959 | Granite City (Barre) 3, North Bennington 1 |
| 1958 | Brattleboro 5, Arrowhead (Milton/Essex) 4 |
| 1957 | Brattleboro American 8, Granite City (Barre) 5 |