| Year | Winner(s) |
| 2025 | P. Bannister |
| 2024 | R. Ogden |
| 2023 | M. Churchill |
| 2022 | D.J. Smith (Endon) |
| 2021 | I.K. Robinson |
| 2019 | R.D. Salmon |
| 2018 | W. Mills |
| 2017 | D. Twist |
| 2016 | N. Moss |
| 2015 | R.D. Salmon |
| 2014 | P.R. Cordon |
| 2013 | R. Symon |
| 2012 | D.G. Brindley |
| 2011 | G.D. Salt |
| 2010 | A. Martin |
| 2009 | A. Martin |
| 2008 | N. Damjanovic |
| 2007 | R. Symon |
| 2006 | T. Sheldon |
| 2005 | A.L. Boulton |
| 2004 | I.T. Curley |
| 2003 | A. Shufflebotham |
| 2002 | S.J. Owen |
| 2001 | A.L. Boulton |
| 2000 | J.H. Cowburn |
| 1999 | C. Jones |
| 1998 | D. Leigh |
| 1997 | D. Walley |
| 1996 | J.H. Cowburn |
| 1995 | F. Massey |
| 1994 | K.J. Moss |
| 1993 | J.W. Pennington |
| 1992 | K.M. Ball |
| 1991 | D. Walley |
| 1990 | D.S.F. Nadin |
| 1989 | T. Alcock |
| 1988 | D. Walley |
| 1987 | A.J. Salt |
| 1986 | H.R. Emery |
| 1985 | M.S. Pickin |
| 1984 | J.R. Balay |
| 1983 | D.W. Bradbury |
| 1982 | R.C. Humble |
| 1981 | J.K. Snow |
| 1980 | W. Piaskowski |
| 1979 | A. Guy |
| 1978 | G.A. Gilbert |
| 1977 | S. Wardle |
| 1976 | R. Taylor |
| 1975 | R.W. Woollaston |
| 1974 | J. Grindon |
| 1973 | M.S. Shingler |
| 1972 | J.W. Leeke |
| 1971 | F. Baggley |
| 1970 | J.A. Bevington |
| 1969 | |
| 1968 | |
| 1967 | |
| 1966 | |
| 1965 | |
| 1964 | |
| 1963 | |
| 1962 | |
| 1961 | |
| 1960 |
Roberts Cup
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