| Season | Club |
| 1971 | Stockton |
| 1972 | Stockton |
| 1973 | Guisbrough |
| 1974 | Marske |
| 1975 | Yarm |
| 1976 | Stokesley |
| 1977 | Marton |
| 1978 | Billingham Synthonia |
| 1979 | Seaton Carew |
| 1980 | Seaton Carew |
| 1981 | Stockton |
| 1982 | Thornaby |
| 1983 | Seaton Carew |
| 1984 | Seaton Carew |
| 1985 | Nunthorpe |
| 1986 | Yarm |
| 1987 | Stokesley |
| 1988 | Thornaby |
| 1989 | Stockton |
| 1990 | Stockton |
| 1991 | Nunthorpe |
| 1992 | Nunthorpe |
| 1993 | Thornaby |
| 1994 | Great Ayton |
| 1995 | Seaton Carew |
| 1996 | Great Ayton |
| 1997 | Marton |
| 1998 | Marton |
| 1999 | Marton |
| 2000 | Billingham Synthonia |
| 2001 | Seaton Carew |
| 2002 | Stokesley |
| 2003 | Stokesley |
| 2004 | Stokesley |
| 2005 | Wolviston |
| 2006 | Redcar |
|
| Number of Wins | Club |
| 6 | Seaton Carew |
| 5 | Stockton |
| 5 | Stokesley |
| 4 | Marton |
| 3 | Nunthorpe |
| 3 | Thornaby |
| 2 | Billingham Synthonia |
| 2 | Great Ayton |
| 2 | Yarm |
| 1 | Guisbrough |
| 1 | Marske |
| 1 | Redcar |
| 1 | Wolviston |
|