| 1906 | Glynde |
| 1907 | Glynde |
| 1908 | Glynde |
| 1909 | Selmeston |
| 1910 | Glynde |
| 1911 | Upper Dicker |
| 1912 | East Hoathly |
| 1913 | East Hoathly |
| 1914 | Upper Dicker |
| 1915-1918 | No competition |
| 1919 | Upper Dicker |
| 1920 | Alfriston |
| 1921 | East Hoathly |
| 1922 | Selmeston |
| 1923 | Upper Dicker |
| 1924 | Firle |
| 1925 | Selmeston |
| 1926 | Upper Dicker |
| 1927 | Upper Dicker |
| 1928 | Glynde |
| 1929 | Upper Dicker |
| 1930 | Upper Dicker |
| 1931 | Selmeston |
| 1932 | Selmeston |
| 1933 | Selmeston |
| 1934 | Heighton |
| 1935 | Heighton |
| 1936 | Firle |
| 1937 | Selmeston |
| 1938 | East Hoathly |
| 1939 | Glynde |
| 1940-1945 | No competition |
| 1946 | The competition was not completed due to wet weather. The deciding match between Selmeston and Firle was rained off and not rearranged. |
| 1947 | Selmeston |
| 1948 | Glynde |
| 1949 | Selmeston |
| 1950 | Selmeston |
| 1951 | Polegate |
| 1952 | Firle |
| 1953 | Polegate |
| 1954 | Firle |
| 1955 | Firle |
| 1956 | East Dean |
| 1957 | Alfriston |
| 1958 | Alfriston |
| 1959 | Firle |
| 1960 | Glynde |
| 1961 | Glynde |
| 1962 | Firle |
| 1963 | Glynde |
| 1964 | Glynde |
| 1965 | Glynde |
| Selmeston | |
| 1966 | Selmeston |
| 1967 | Glynde |
| 1968 | Glynde |
| 1969 | Glynde |
| 1970 | Glynde |
| 1971 | Glynde |
| 1972 | Glynde |
| 1973 | Firle |
| 1974 | Nutley |
| 1975 | Nutley |
| 1976 | Malling |
| 1977 | Fletching |
| 1978 | Fletching |
| 1979 | Fletching |
| 1980 | Firle |
| 1981 | Selmeston |
| 1982 | Nutley |
| 1983 | Firle |
| 1984 | Malling |
| 1985 | Alfriston |
| 1986 | Alfriston |
| 1987 | Alfriston |
| 1988 | Firle |
| 1989 | Firle |
| 1990 | Alfriston |
| 1991 | Firle |
| 1992 | Firle |
| 1993 | Firle |
| 1994 | Firle |
| 1995 | Firle |
| 1996 | Bells Yew Green |
| 1997 | Bells Yew Green |
| 1998 | Firle |
| 1999 | Firle |
| 2000 | Blackboys |
| 2001 | Selmeston |
| 2002 | Alfriston |
| 2003 | Alfriston |
| 2004 | Denton |
| 2005 | Blackboys |
| 2006 | Blackboys |
The five founding members were Alfriston, Chalvington, Glynde, Selmeston and Upper Dicker.
After 2006 the existing clubs all joined the East Sussex Cricket League.
Peter Hartland
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