| Date | Player |
| 1997 | Terry Peniket |
| 1998 | Simon Kirman |
| 1999 | Terry Peniket |
| 2000 | Brian Williams |
| 2001 | Terry Peniket |
| 2002 | Pat Devine |
| 2003 | Mike Buckley |
| 2004 | Danny Evans |
| 2005 | Simon Jelf |
| 2006 | Pat Devine |
| 2007 | Danny Evans |
| 2008 | Simon Jelf |
| 2009 | Andy Stelmasiak |
| 2010 | Richard Gilbert |
| 2011 | Roger Blick |
| 2012 | Terry Peniket |
| 2013 | Terry Peniket |
| 2014 | Simon Jelf |
| 2015 | Roger Blick |
| 2016 | Mike Buckley |
| 2017 | Andy Walters |
| 2018 | Peter Childs |
| 2019 | Andy Walters |
| 2020 | Not awarded (COVID) |
| 2021 | Terry Peniket |
| 2022 | Terry Peniket |
| 2023 | Roger Blick |
| 2024 | Rich Gilbert (Ombersley) |
| 2025 | Tex Peniket (Bewdley Pines) |
Fairfield Golf SocietyGolfus Maximus