Bernie Welch
| Year | Winner | Team | | Runner Up | Team |
| 2021/22 | - | - | | - | - |
| 2020/21 | - | - | | - | - |
| 2019/20 | - | - | | - | - |
| 2018/19 | P Dickens | Green Man | | R Rodford | Tally Ho B |
| 2017/18 | J Jackson | Royal Oak | | D Harding | Tally Ho B |
| 2016/17 | G Redshaw | Brewers | | J Jackson | Royal Oak |
| 2015/16 | G Redshaw | Brewers | | H Jackson | Royal Oak |
| 2014/15 | M Whiting | Con Club | | G Redshaw | Brewers |
| 2013/14 | D Harding | Tally Ho B | | M Whiting | Con Club |
| 2012/13 | M Whiting | Con Club | | A Kemp | Royal Oak |
| 2011/12 | M Whiting | Con Club | | S Kidman | St Marys 69ers |
| 2010/11 | R Blay | Brewers | | M Whiting | Con Club |
| 2009/10 | G Redshaw | Brewers | | P Tillstone | Meridian 69ers |
| 2008/09 | G Turner | Pelham B | | R Blay | Bridgeview |
| 2007/08 | R Blay | Bridgeview | | S Jackson | Pelham A |
| 2006/07 | C Sains | Tally Ho A | | A Melrose | Bridgeview Stags |
| 2005/06 | M Whiting | Pelham A | | J Cook | Pelham B |
| 2004/05 | R Harding jnr | Tally Ho B | | J Cook | Pelham B |
| 2003/04 | R McBrown | Pelham B | | | |
| 2002/03 | J Cook | Pelham B | | S Jackson | Dorset Arms |
| 2001/02 | D N Sains | Volunteer A | | R Blay | Bridgeview |
| 2000/01 | D N Sains | Volunteer A | | B Callister | Pewter Pot |
| 1999/00 | D Harding | Volunteer A | | B Callister | Pewter Pot |
| 1998/99 | A Gay | Lamb A |
| 1997/98 | P Tomsett | Tally A |