| Year | Winner | Players Name |
| 2008 - 2009 | Rollers | C. Elliot |
| 2007 - 2008 | Forthampton C.C. | E. Banks |
| 2006 - 2007 | Twyning C.C. | Tich Kilpatric |
| 2005 - 2006 | Drum & Monkey | S. Young |
| 2004 - 2005 | Unreiliables | |
| 2003 - 2004 | Twyning C.C. | |
| 2002 - 2003 | Outsiders | R. Booth |
| 2001 - 2002 | Drum & Monkey | D. Radley |
| 2000 - 2001 | Twyning C.C. | |
| 1999 - 2000 | Twyning C.C. | Tich Kilpatric |
| 1998 - 1999 | Tite Liners | |
| 1997 - 1998 | Ashton C. C. | R. Keen |
| 1996 - 1997 | U. U. Anchors | S, Hickey |
| 1995 - 1996 | Acorns | C. Chappell |
| 1994 - 1995 | Monks | P. Bourton |
| 1993 - 1994 | Pendock Ramblers | S. Taylor |
| 1992 - 1993 | Bombers | I. Packer |
| 1991 - 1992 | Sloggers | K. Hobbs |
| 1990 - 1991 | Acorns | G. Peacey |
| 1989 - 1990 | Gamecocks | B. Maycock |
| 1988 - 1989 | Cosmos | I. Green ? |
| 1987 - 1988 | Monks | G. Davis |
| 1986 - 1987 | Unreiliables | T. Gardiner |
| 1985 - 1986 | Anvils | M. Wood |
| 1984 - 1985 | Forthampton C.C. | N. Lewis |
| 1983 - 1984 | Gamecocks | B. Maycock |
| 1982 - 1983 | Swifts | P. Hanks ? |
| 1981 - 1982 | Coal House | T. Green ? |
| 1980 - 1981 | Swifts | P. Haines ? |
| 1979 - 1980 | Wanderers | B. Davis ? |
| 1978 - 1979 | Cleeve Villagers | |
| 1977 - 1978 | Bears | L. Hanks ? |
| 1976 - 1977 | Gamecocks | Dougie Jefferies |
| 1975 - 1976 | Gamecocks | Dougie Jefferies |
| 1974 - 1975 | Misfits | W. Deakin |
| 1973 - 1974 | Wye Emms | |
| 1972 - 1973 | White Bear | |
| 1971 - 1972 | Wagoners | |
| 1970 - 1971 | Mitton Marvels | |
| 1969 - 1970 | Villagers | T. Greening |
| 1968 - 1969 | Dowty Bandits | P. Edwards |
| 1967 - 1968 | Dowty Bandits | P. Edwards |
| 1966 - 1967 | Wanderers | |
| 1965 - 1966 | Swan Inn | |
| 1964 - 1965 | Swan Inn | |
| 1963 - 1964 | Forthampton C.C. | |
| 1962 - 1963 | ||
| 1961 - 1962 | ||
| 1960 - 1961 |