| Season | Club |
| 2010 | Barnard Castle |
| 2011 | Seaton Carew |
| 2012 | Whitby |
| 2013 | Stokesley |
| 2014 | Middlesbrough |
| 2015 | Saltburn |
| 2016 | Richmondshire |
| 2017 | Richmondshire |
| 2018 | Richmondshire |
| 2019 | Marton |
| 2020 | No competition - CoronaVirus |
| 2021 | Saltburn |
| 2022 | Sedgefield |
| 2023 | Sedgefield |
|
| Number of Wins | Club |
| 3 | Richmondshire |
| 2 | Saltburn |
| 2 | Sedgefield |
| 1 | Barnard Castle |
| 1 | Marton |
| 1 | Middlesbrough |
| 1 | No competition - CoronaVirus |
| 1 | Seaton Carew |
| 1 | Stokesley |
| 1 | Whitby |
|