Matt Carroll
| Year | Winner | Year | Winner | |
| 1976 | Downshire | 2000 | Easthampstead | |
| 1977 | Downshire | 2001 | Easthampstead | |
| 1978 | Downshire | 2002 | Downshire | |
| 1979 | Downshire | 2003 | Easthampstead | |
| 1980 | Easthampstead | 2004 | Downshire | |
| 1981 | Easthampstead | 2005 | Downshire | |
| 1982 | Easthampstead | 2006 | Downshire | |
| 1983 | Downshire | 2007 | Not Played | |
| 1984 | Easthampstead | 2008 | Easthampstead | |
| 1985 | Downshire | 2009 | Easthampstead | |
| 1986 | Downshire | 2010 | Easthampstead | |
| 1987 | Downshire | 2011 | Easthampstead | |
| 1988 | Downshire | 2012 | Easthampstead | |
| 1989 | Easthampstead | 2013 | Easthampstead | |
| 1990 | Downshire | 2014 | Easthampstead | |
| 1991 | Easthampstead | 2015 | Easthampstead | |
| 1992 | Downshire | 2016 | Easthampstead | |
| 1993 | Downshire | 2017 | Easthampstead | |
| 1994 | Downshire | 2018 | Easthampstead | |
| 1995 | Easthampstead | 2019 | Downshire | |
| 1996 | Easthampstead | 2020 | Easthampstead | |
| 1997 | Downshire | 2021 | Easthampstead | |
| 1998 | Downshire | 2022 | Downshire | |
| 1999 | Easthampstead | 2023 | Downshire |