| Winner | |||||
| Reserve Division | |||||
| 1948 | Easingwold Second XI | ||||
| 1949 | Easingwold Second XI | ||||
| 1950 | Easingwold Second XI | ||||
| Acomb Second XI | |||||
| 1951 | Easingwold Second XI | ||||
| 1952 | Tadcaster Second XI | ||||
| 1953 | Tadcaster Second XI | ||||
| 1954 | Easingwold Second XI | ||||
| 1955 | Acomb Second XI | ||||
| 1956 | Easingwold Second XI | ||||
| 1957 | Easingwold Second XI | ||||
| 1958 | Magnets Second XI | ||||
| 1959 | York Railway Institute Second XI | ||||
| 1960 | Heworth Second XI | ||||
| 1961 | Dringhouses Second XI | ||||
| Reserve Division A | |||||
| 1962 | Dringhouses Second XI | ||||
| 1963 | Dringhouses Second XI | ||||
| 1964 | Dringhouses Second XI | ||||
| 1965 | Heworth Second XI | ||||
| Division 3 | |||||
| 1966 | Rowntrees | ||||
| 1967 | Civil Service Second XI | ||||
| 1968 | New Earswick | ||||
| 1969 | Acomb Second XI | ||||
| 1970 | Sheriff Hutton Bridge Second XI | ||||
| 1971 | York Sugar Factory | ||||
| 1972 | Easingwold Second XI | ||||
| 1973 | Bedale | ||||
| 1974 | Nawton Grange | ||||
| 1975 | Osbaldwick | ||||
| 1976 | York Railway Institute | ||||
| 1977 | Cawood | ||||
| 1978 | Clifton Hospital Alliance | ||||
| 1979 | Duncombe Park | ||||
| 1980 | Huntington | ||||
| 1981 | Osbaldwick | ||||
| 1982 | Bubwith | ||||
| 1983 | Acomb Second XI | ||||
| 1984 | Stamford Bridge | ||||
| 1985 | York Railway Institute | ||||
| 1986 | Clifton Hospital Alliance | ||||
| 1987 | Osbaldwick | ||||
| 1988 | Duncombe Park | ||||
| 1989 | Sheriff Hutton Bridge Second XI | ||||
| 1990 | Dringhouses | ||||
| 1991 | Crayke | ||||
| 1992 | Heworth Second XI | ||||
| 1993 | Thirsk | ||||
| 1994 | Crayke | ||||
| 1995 | York Railway Institute | ||||
| 1996 | Civil Service | ||||
| 1997 | Crayke | ||||
| Division 2 | |||||
| 1998 | Crayke | ||||
| 1999 | Wilberfoss | ||||
| 2000 | Carlton Towers | ||||
| 2001 | Hull Zingari | ||||
| 2002 | Stamford Bridge | ||||
| 2003 | Hornsea | ||||
| 2004 | Hemingbrough | ||||
| 2005 | Studley Royal | ||||
| 2006 | Folkton and Flixton | ||||
| 2007 | Bridlington | ||||
| 2008 | Fenner | ||||
| 2009 | Londesborough Park | ||||
| 2010 | Selby | ||||
| 2011 | Sewerby | ||||
| 2012 | Beverley Town Second XI | ||||
| 2013 | Malton and Old Malton | ||||
| Division 2 North | Division 2 South | ||||
| 2014 | Osbaldwick | 2014 | Beverley Town Second XI | ||
| 2015 | Selby | 2015 | Pocklington | ||
| Division 2 Ebor | Division 2 Galtres | Division 2 Holderness | |||
| 2016 | Dringhouses | 2016 | Ripon | 2016 | Hull Second XI |
| 2017 | Carlton Towers | 2017 | Sheriff Hutton Bridge Second XI | 2017 | Hull Ionians and Coal Exporters |
| 2018 | Woodhouse Grange Second XI | 2018 | Clifton Alliance Second XI | 2018 | Welton |
| 2019 | Bridlington | 2019 | Scarborough Second XI | 2019 | Hull Zingari Second XI |
Ian Sumner
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