| Season | Club |
| 1983 | Nunthorpe |
| 1984 | Marotn |
| 1985 | Seaton Carew |
| 1986 | Marton |
| 1987 | Richmondshire |
| 1988 | Richmondshire |
| 1989 | Marton |
| 1990 | Richmondshire |
| 1991 | Richmondshire |
| 1992 | Marton |
| 1993 | Stokesley |
| 1994 | Castle Eden |
| 1995 | Seaton Carew |
| 1996 | Marton |
| 1997 | Marton |
| 1998 | Marton |
| 1999 | Wolviston |
| 2000 | Stokesley |
| 2001 | Barnard Castle |
| 2002 | Yarm |
| 2003 | Seaton Carew |
| 2004 | Billingham Synthonia |
| 2005 | Blackhall |
| 2006 | Blackhall |
| 2007 | Thornaby |
| 2008 | Stokesley |
| 2009 | Stokesley |
| 2010 | Sedgefield |
| 2011 | Thornaby |
| 2012 | Wolviston |
| 2013 | Bishop Auckland |
| 2014 | Normanby Hall |
| 2015 | Thornaby |
| 2016 | Thornaby |
| 2017 | Thornaby |
| 2018 | Norton |
| 2019 | Stockton |
| 2020 | No competition - CoronaVirus |
| 2021 | Wolviston |
| 2022 | Normanby Hall |
| 2023 | Norton |
|
| Number of Wins | Club |
| 6 | Marton |
| 5 | Thornaby |
| 4 | Richmondshire |
| 4 | Stokesley |
| 3 | Seaton Carew |
| 3 | Wolviston |
| 2 | Blackhall |
| 2 | Normanby Hall |
| 2 | Norton |
| 1 | Barnard Castle |
| 1 | Billingham Synthonia |
| 1 | Bishop Auckland |
| 1 | Castle Eden |
| 1 | Marotn |
| 1 | No competition - CoronaVirus |
| 1 | Nunthorpe |
| 1 | Sedgefield |
| 1 | Stockton |
| 1 | Yarm |
|