The Richardson Sadler Challenge Cup was presented in 1929 by H. Robson Sadler to be competed for by members with a handicap of 11 or under. It is now awarded for the best handicap score at the Autumn meeting with no handicap limit.
| Year | Winner |
|---|---|
| 1929 | G.A. Collins |
| 1930 | W.R. Taylor |
| 1931-32 | J.L. de la Cour |
| 1933 | F.G. Petch |
| 1934 | R.E. Allen |
| 1935 | W.B. Enever |
| 1936 | W.B. Enever |
| 1937 | N.F. Boyes |
| 1938-48 | No Competition |
| 1949 | E.A.S. Brooks |
| 1950 | No record |
| 1951 | T.F.P. Martin |
| 1952 | R. Woolf |
| 1953 | Harold Walter Meaby |
| 1954 | E.A.S. Brooks |
| 1955 | G.J.B. Hutchings |
| 1956 | No record |
| 1957 | No record |
| 1958 | R. Chamberlain |
| 1959 | No record |
| 1960 | D.H. Haslam |
| 1961 | H.F. Bathurst Brown |
| 1962 | F.A. Barnsdale |
| 1963 | E.A.S. Brooks |
| 1964 | E.A.S. Brooks |
| 1965 | F.R. Furber |
| 1966 | J. Chambres |
| 1967 | J.A.P. Wilson |
| 1968 | J.D. Watney |
| 1969 | E.A.S. Brooks |
| 1970 | No record |
| 1971 | No record |
| 1972 | No record |
| 1973 | T.A. Kinnersley |
| 1974 | A.J.R. MacKay |
| 1975 | D. Mills |
| 1976 | R.W. Venables |
| 1977 | J.M. Bishop |
| 1978 | H.C.E. Johnson |
| 1979 | M.R. Seabrook |
| 1980 | J.N.L. Chalton |
| 1981 | I.W. Goldie |
| 1982 | H.C. Rumbelow |
| 1983 | A.C. Surtees |
| 1984 | R.W. Venables |
| 1985 | A.C. Surtees |
| 1986 | H.J.W. Elder |
| 1987 | A.C. Surtees |
| 1988 | P.J.D. Langford |
| 1989 | J.A. Watney |
| 1990 | Charles Crick |
| 1991 | Andrew Dixon |
| 1992 | Barney Hearden |
| 1993 | Michael Mitchell |
| 1994 | Hugh Elder |
| 1995 | Arfon Jones |
| 1996 | A.M.Elliott |
| 1997 | Arfon Jones |
| 1998 | Christopher Johnson-Gilbert |
| 1999 | James Furber |
| 2000 | Michael Mitchell |
| 2001 | Christopher Johnson-Gilbert |
| 2002 | Philip Langford |
| 2003 | Anthony Surtees |
| 2004 | Brian Gegg |
| 2005 | Tim Watts |
| 2006 | Dominic McCahill |
| 2007 | Brian Gegg |
| 2008 | Barrie Lloyd |
| 2009 | Andrew Daws |