Chris Bailey was a long-time member and former Chair of the League. This competition was instituted after her untimely death and first awarded in 2009/10.
The current format (replacing the Victoria Cook Cup) is 4v4 playing a single leg of 601. Each team in the league plays each other twice, with the games taking place before each League match.
Roll of honour
| Year | Winner | Runners-up |
| 2018/19 | Misfits | Rainbow Trouts |
| 2017/18 | Jesters Ladies | Eagle Club |
| 2016/17 | Plough Birds | Jesters Ladies |
| 2015/16 | Plough Birds | WBL |
| 2014/15 | Eagle Club | Angels; Jesters Ladies |
| 2013/14 | Angels | Flying Pockets; Wanderers |
| 2012/13 | SCC | Amblers |
| 2011/12 | Eagle Club | Roamers |
| 2010/11 | Ekco Roamers | Flying Pockets |
| 2009/10 | Eagle Club | Supporters Club |
