Ladies Singles
| Year | Winner | Team | | Runner Up | Team |
| 2024/25 | K Durell | Tally Ho B | | E Chapman | Tally Ho A |
| 2023/24 | Z Spooner | Tally Ho B | | P Williams | St Marys |
| 2022/23 | Z Spooner | Tally Ho B | | A Hayward | St Marys |
| 2021/22 | Z Spooner | Tally Ho B | | B Guilford | The Dorset |
| 2020/21 | - | - | | - | - |
| 2019/20 | - | - | | - | - |
| 2018/19 | K Durell | Tally Ho A | | E Chapman | Tally Ho A |
| 2017/18 | S Harding | Tally Ho B | | B Sains | Tally Ho A |
| 2016/17 | Z Spooner | Tally Ho A | | E Chapman | Royal Swans |
| 2015/16 | B Guilford | Royal Oak | | E Chapman | Royal Swans |
| 2014/15 | S Harding | Tally Ho B | | B Sains | Tally Ho A |
| 2013/14 | S Harding | Tally Ho B | | B Guilford | Royal Oak |
| 2012/13 | S Harding | Tally Ho B | | B Sains | Tally Ho A |
| 2011/12 | B Guilford | Royal Oak | | P Hughes | Tally Ho A |
| 2010/11 | B Guilford | Royal Oak B | | E Chapman | Swan |
| 2009/10 | B Sains | Tally Ho A | | P Hughes | Elephant & Castle |
| 2008/09 | B Sains | Tally Ho A | | S Harding | Tally Ho B |
| 2007/08 | S Harding | Tally Ho B | | D Oakman | Tally Ho B |
| 2006/07 | S Harding | Tally Ho B | | B Sains | Tally Ho A |
| 2005/06 | D Oakman | Tally Ho B | | R Collins | Meridian B |
| 2004/05 | L Johnson | Bridgeview | | P Hughes | Elephant & Castle |
| 2003/04 | L Johnson | Bridgeview | | | |
| 2002/03 | R West | Bridgeview | | B Guilford | Pelham A |
| 2001/02 | M Collins | Meridian B | | B Guilford | Bridgeview |
| 2000/01 | D Oakman | Tally Ho B | | S Harding | Volunteer |
| 1999/00 | M Collins | Pewter Pot | | J Gillett | Meridian A |
| 1998/99 | D Oakman | Tally Ho B |
| 1997/98 | K Dickens | Tally Ho A |
| 1996/97 | B Kirwood | Tally Ho A |
| 1995/96 | T Carroll | Malling |
| 1994/95 | B Kirwood | Pewter Pot B |
| 1993/94 | S Sains | Tally Ho A |
| 1992/93 | F Symes | Malling |
| 1991/92 | T Carroll | Malling |
| 1990/91 | B Kirwood | Portland C |
| 1989/90 | A King | LWMC D |
| 1988/89 | G Edgar | St Marys C |