| Year | Winner | Team | | Runner Up | Team |
| 2024/25 | H Jackson & C Jackson Whiting | Dorset B | | L Sains & A Chapman | Dorset B |
| 2023/24 | M Jordan & M Whiting | St Marys | | G Redshaw & L Crampton | Brewers |
| 2022/23 | not played | - | | - | - |
| 2021/22 | G Redshaw & R Rodford | Brewers | | S Bastone & D D Sains | The Dorset |
| 2020/21 | - | - | | - | - |
| 2019/20 | - | - | | - | - |
| 2018/19 | D Harding & D N Sains | Tally Ho B | | M Hammond & W Freer | Green Man |
| 2017/18 | D Harding & D N Sains | Tally Ho B | | J Whiting & M Whiting | Con Club |
| 2016/17 | D Harding & D N Sains | Tally Ho B | | B Dickens & S Smith | Green Man |
| 2015/16 | J Whiting & M Jordan | Con Club | | M Whiting & S Smith | Con Club |
| 2014/15 | S Jackson & M Jordan | Tally Ho Wanderers | | J Jackson & R King | Royal Oak |
| 2013/14 | G Redshaw & M Case | Brewers | | R King & J Jackson | Royal Oak |
| 2012/13 | C Kemp & T Telford | Tally Ho B | | A Davis & M Houkes | Brewers |
| 2011/12 | R Harding jnr & P Telford | Tally Ho B | | S Bastone & M Jordan | Tally Ho Wanderers |
| 2010/11 | R Harding jnr & P Telford | Tally Ho B | | S Bastone & M Jordan | Royal Oak A |
| 2009/10 | R Blay & G Redshaw | Brewers | | R Harding jnr & P Telford | Tally Ho B |
| 2008/09 | S Knight & D Crowhurst | Bridgeview | | D D Sains & D Marchant | Pelham A |
| 2007/08 | R Harding jnr & R Harding | Tally Ho B | | D D Sains & D Marchant | Pelham A |