Previous winners of the Singles Championship
”Hosts Challenge Cup”
Presented in 1930
| Year - Winner | Team | Year - Winner | Team | Year - Winner | Team |
| 1930 - F. Atkins | Broad Oak | 1974 - | | 2013 - Steve Bassett | Castle A |
| 1931 - C. Austin | Falstaff Hotel | 1975 - J. Gower | Monument | 2014 -Ben Foster | Gentil Knyght C |
| 1932 - J. Baker | Broad Oak | 1976 - D. Ballard | University | 2015 - Ben Smith | Gentil Knyght B |
| 1933 - F. Tomlin | British Legion | 1977 - | | 2016 - Tony Jenner | Golden Lion B |
| 1934 - A. Bennett | Unicorn | 1978 - | | 2017 - Ben Smith | Gentil Knyght B |
| 1935 - T. Almond | Brewers Delight | 1979 - G. Whittaker | Mill House | 2018 - Paul Coe | Castle A |
| 1936 - A. Myers | Gas & Water socIal club | 1980 - H. Barnes | Globetrapers | 2019 - Paul Coe | Castle A |
| 1937 - F. E. Saffrey | Post Office | 1981 - A. Glister | Bretts | 2020 -Covid, no tournament. | |
| 1938 - F.Underdown | Two Brothers | 1982 - D. Gebbie | Dolphin | | |
| 1939 - A.Crawley | British Legion | 1983 - Derek Thompsett | Gentil Knyght B | | |
| 1940 - 1945 The War | | 1984 - A. Beasley | Kings Head | | |
| 1946 - E.Ashby | Dolphin | 1985 - T. Beake | All Knights | | |
| 1947 - A. Gadd | Coopers Sports | 1986 - R. Milsom | Old City | | |
| 1948 - E.Delo | Dolphin | 1987 - Pete Ashby | Gentil Knyght A | | |
1949 - W.E.Mannering
| East Kent Road Club | 1988 - Simon Barker | Red Lion, Bridge | | |
| 1950 - | | 1989 - Nick Henley | Kestrels | | |
| 1951 - A.D.Gower | Brewers Delight | 1990 - Michael Thornby | Half Moon & 7 Stars | | |
| 1952 - A.Terry | Two Brothers | 1991 - Simon Barker | Red Lion, Bridge | | |
| 1953 - R.Kennett | Brewers Delight | 1992 - M. White | Castle | | |
| 1954 - C.Gipson | Kings Head | 1993 - Andy Smith | Gentil Knyght C | | |
| 1955 - W.Townsend | Dolphin A | 1994 - Duncan Hardy | Two Brewers | | |
| 1956 - A.Bennett | Two Brothers | 1995 - Keith Pope | Green Man | | |
| 1957 - B.Twyman | Two Brothers | 1996 - Dave Garrett | Polo Farm | | |
| 1958 - G.Hirst | P. O. Telephones | 1997 - Keith Pope | Green Man | | |
| 1959 - A.Gower | Brewers Delight | 1998 - Paul Whittaker | Golden Lion A | | |
| 1960 - C.Dall | Gas & Water social club | 1999 - John Austin | Huntsman & Horn | | |
| 1961 - K.Bartlett | Maidens Head | 2000 - Melvyn Baker | Heron A | | |
| 1962 - | | 2001 - Mick Webber | Royal Mail | | |
| 1963 - | | 2002 - James Edwards | Sturry Road A | | |
| 1964 - | | 2003 - Wayne Catherall | Frog & Orange | | |
| 1965 - B.Twyman | Two Brothers | 2004 - Tony Weston | Gentil Knyght B | | |
| 1966 - | | 2005 - Greg Hardy | Gentil Knyght B | | |
| 1967 - | | 2006 - Carl Burden | Kestrels | | |
| 1968 - | | 2007 - Lance McParlin | Black Pig, Staple | | |
| 1969 - | | 2008 - Andy Burden | Kestrels | | |
| 1970 - J.Kay | Woodmans Hall | 2009 - Andy Wayre | Red Lion B, Dunkirk | | |
| 1971 - T.Danton | Dolphin B | 2010 - Dave Creasey | Smugglers, Herne | | |
| 1972 - A.J.Hughes | Monument | 2011 - Andy Wayre | Red Lion B, Dunkirk | | |
| 1973 - | | 2012 - Lee Fitzgerald | Dover Castle | | |