| Winner | |
| Division Two | |
| 1953 | Bilton |
| 1954 | Harrogate |
| 1955 | Sessay |
| 1956 | Acomb |
| 1957 | Rowntrees |
| 1958 | Dringhouses |
| 1959 | Follifoot |
| 1960 | Thirsk |
| 1961 | Heworth |
| 1962 | Stillington |
| 1963 | Magnets |
| 1964 | Dunnington |
| 1965 | Sessay |
| 1966 | Thirsk |
| 1967 | Civil Service |
| 1968 | Woodhouse Grange |
| 1969 | Huntington |
| 1970 | Ripon |
| 1971 | Heworth |
| 1972 | Hovingham |
| 1973 | Stillington |
| 1974 | Dunnington |
| 1975 | Thirsk |
| 1976 | Tadcaster |
| 1977 | Heworth |
| 1978 | Cawood |
| 1979 | Ripon |
| 1980 | Easingwold |
| 1981 | Bedale |
| 1982 | Hovingham |
| 1983 | Sheriff Hutton Bridge |
| 1984 | Thirsk |
| 1985 | Sheriff Hutton |
| 1986 | Ripon |
| 1987 | Sessay |
| 1988 | Osbaldwick |
| 1989 | Thorp Arch and Boston Spa |
| 1990 | Ripon |
| 1991 | Bedale |
| 1992 | Ripon |
| 1993 | Clifton Hospital Alliance |
| 1994 | Bedale |
| 1995 | Thirsk |
| 1996 | Pocklington |
| 1997 | Civil Service |
| Division 1 | |
| 1998 | Pocklington |
| 1999 | Acomb |
| 2000 | Dunnington |
| 2001 | Beverley Town |
| 2002 | Sessay |
| 2003 | Sheriff Hutton Bridge |
| 2004 | Malton and Old Malton |
| 2005 | Stamford Bridge |
| 2006 | Thirsk |
| 2007 | Stamford Bridge |
| 2008 | Hornsea |
| 2009 | Studley Royal |
| 2010 | York Second XI |
| 2011 | Selby |
| 2012 | Acomb |
| 2013 | Hull Zingari |
| 2014 | Heworth |
| 2015 | Sessay |
| 2016 | Clifton Alliance |
| 2017 | Sessay |
| 2018 | Sheriff Hutton Bridge Second XI |
| 2019 | Driffield Town |
Ian Sumner
Back to Competitions