Elimination Singles
| Year | Winner | Team | | Runner Up | Team |
| 2024/25 | R Neale | Green Man | | H Warland | The Volunteer |
| 2023/24 | C Thomas | Dorset B | | R Neale | Green Man |
| 2022/23 | B Payne | Green Man | | E Wilson | St Marys |
| 2021/22 | F Jackson | The Dorset | | J Hubbard | Tally Ho B |
| 2020/21 | - | - | | - | - |
| 2019/20 | - | - | | - | - |
| 2018/19 | H Jackson | Dorset A | | S Turner | Tally Ho B |
| 2017/18 | M Hammond | Green Man | | J Jackson | Royal Oak |
| 2016/17 | W Freer | Green Man | | R Rodford | Tally Ho B |
| 2015/16 | P Dickens | Green Man | | W Freer | Green Man |
| 2014/15 | S Smith | Tally Ho Wanderers | | R Gillingham | Fountain |
| 2013/14 | R King | Royal Oak | | A Cox | Tally Ho Wanderers |
| 2012/13 | G Turner | Royal Oak | | C Kemp | Tally Ho B |
| 2011/12 | M Jordan | Tally Ho Wanderers | | G Day | St Marys |
| 2010/11 | D Trott | Royal Oak A | | G Day | St Marys |
| 2009/10 | P Tillstone | Meridian 69ers | | B Verrall | LWMC |
| 2008/09 | S Bastone | Pelham A | | G Turner | Pelham B |
| 2007/08 | S Jackson | Pelham A | | J Kennedy | Seahaven Brewers |
| 2006/07 | S Oakman | Tally Ho B | | G Ellis | Bridgeview |
| 2005/06 | R Harding jnr | Tally Ho B | | P Dickens | Pelham A |
| 2004/05 | P Hill | Tally Ho X | | S Bastone | Pelham A |
| 2003/04 | G Taylor | Bridgeview | | | |
| 2002/03 | J Cook | Pelham B | | L Cook | Pelham B |
| 2001/02 | G White | Volunteer A | | J Arnold | Tally Ho B |
| 2000/01 | G Redshaw | Bridgeview | | K Callister | Pewter Pot |
| 1999/00 | D Sains | Pewter Pot | | S Oakman | Tally Ho B |
| 1998/99 | S Geer | Lamb B |
| 1997/98 | A Gay | Lamb A |
| 1996/97 | C Sains | Tally Ho A |
| 1995/96 | R Hammond | Trevor Arms |
| 1994/95 | C Weston | Trevor Arms |
| 1993/94 | R Goldsmith | Black Horse |
| 1992/93 | D Harding | Tally Ho |
| 1991/92 | R Gay | Tally Ho |
| 1990/91 | R McBrown | Prince of Wales |
| 1989/90 | I Smart | Malling A |
| 1988/89 | S Brown | Black Horse |
| 1987/88 | M Whiting | St Marys C |
| 1986/87 | S Reed | Lansdown A |
| 1985/86 | D Sains | Tally Ho |
| 1984/85 | L Ripley | LWMC |
| 1983/84 | A Earwicker | Posse |
| 1982/83 | M Sains | LWMC |
| 1981/82 | R Harding | Tally Ho |
| 1980/81 | M Farrow | Tally Ho |
| 1979/80 | C Watton | Fruiterers |
| 1978/79 | P Welch | Lansdown |
| 1977/78 | P Chatfield | Fruiterers |
| 1976/77 | C Page | Fruiterers |
| 1975/76 | G Buckwell | British Legion |
| 1974/75 | K Stephens | Fruiterers |
| 1973/74 | R Gearing | Kings Head |
| 1972/73 | D Marchant | Lansdown |
| 1971/72 | M Davis | Jolly Friars |
| 1970/71 | C Collison | British Legion |