Previous winners of the Player of the Year trophy
| Year - Winner | Team | Year - Winner | Team |
|---|---|---|---|
| 2011 - Ben Smith | Gentil Knyght B | ||
| 2012 - Steve Holland | Dover Castle | ||
| 2013 - Kevin Fleet | Dove Inn B | ||
| 2014 - Not Awarded | |||
| 2015 - Dave Bennington | Two Brewers | ||
| 2016 - Tom Hibbert | Smugglers B | ||
| 2017 - Ian Taylor | Castle A | ||
| 2018 - Alan Coleman | Faversham Town fc | ||
| 2019 - Graham Snow | Artichoke A | ||
| 2020 - Covid, no games. |