Dorset League Divisional Winners 1964 – Present
| Year | Div 1 | Div 2 | Div 3 |
|---|---|---|---|
| 1964 | Young Bournemouth | ||
| 1965 | Parkstone | ||
| 1966 | Parkstone | ||
| 1967 | Weymouth & Dorchester | ||
| 1968 | Winfrith AEE | ||
| 1969 | Parkstone | ||
| 1970 | Parkstone | ||
| 1971 | Parkstone | ||
| 1972 | Weymouth & Dorchester | ||
| 1973 | Wareham | ||
| 1974 | Weymouth | ||
| 1975 | Parkstone | ||
| 1976 | Parkstone | ||
| 1977 | Parkstone | ||
| 1978 | Parkstone | ||
| 1979 | Weymouth | ||
| 1980 | Parkstone | ||
| 1981 | Plessey Wessex | ||
| 1982 | Weymouth | Yeovil | |
| 1983 | Weymouth | Weymouth | |
| 1984 | Weymouth | Yeovil | |
| 1985 | Plessey Wessex | Queen Elizabeth | |
| 1986 | Queen Elizabeth | Weymouth | |
| 1987 | B D H | Weymouth | |
| 1988 | Weymouth | Wimborne | |
| 1989 | Weymouth | Southbourne | |
| 1990 | Southbourne | Weymouth C | |
| 1991 | Southbourne | Weymouth D | |
| 1992 | Weymouth | Wimborne | |
| 1993 | Southbourne B | Parkstone B | |
| 1994 | Oakdale | Weymouth C | |
| 1995 | Southbourne | Highcliffe | |
| 1996 | Southbourne B | Highcliffe | |
| 1997 | Southbourne B | Wimborne | |
| 1998 | Weymouth A | Southbourne C | |
| 1999 | Southbourne A | Dorchester B | |
| 2000 | Southbourne A | Dorchester B | |
| 2001 | Weymouth A | Weymouth B | Dorchester C |
| 2002 | Southbourne A | Weymouth B | Poole B |
| 2003 | Southbourne A | Dorchester B | Southbourne |
| 2004 | Southbourne A | Weymouth B | Dorchester C |
| 2005 | Southbourne A | Weymouth B | Weymouth C |
| 2006 | Southbourne A | Dorchester B | Wimborne C |
| 2007 | Southbourne A | Wimborne B | Weymouth B |
| 2008 | Weymouth | Dorchester B | Weymouth C |
| 2009 | Dorchester A | Dorchester B | Southbourne B |
| 2010 | Southbourne A | Dorchester B | Dorchester C |
| 2011 | Southbourne A | Dorchester B | Wimborne D |
| 2012 | Dorchester A | Weymouth B | Poole |
| 2013 | Dorchester A | Weymouth B | Weymouth C |
| 2014 | Southbourne | Weymouth B | Dorchester D |
| 2015 | Dorchester A | Weymouth B | Dorchester C |
| 2016 | Weymouth A | Purbeck A | Wimborne C |
| 2017 | Weymouth A | Poole | Wimborne C |
| 2018 | Wimborne A | Wimborne B | Poole B |
| 2019 | Ringwood | Highcliffe A | Wimborne B |
| 2020 | Incomplete (COVID) | Incomplete (COVID) | Incomplete (COVID) |
| 2021 | Not held (COVID) | Not held (COVID) | Not held (COVID) |
| 2022 | Weymouth A | Dorchester B | Poole B |
| 2023 | Weymouth A | Bournemouth | Poole B |
| 2024 | Wimborne B |