At each Awards Night, a prestigious “Chairmen’s Award” is presented.
The respective Chairmen of the Supporters Club and Football Club co-decide the recipient from within the entire Wealdstone FC community.
- 1993-94: Nick DuGard
- 1994-95: Ron Davies
- 1995-96: David Albert
- 1996-97: Roger Slater
- 1997-98: Roy & Alan Couch
- 1998-99: Management Team
- 1999-00: Graham, Pauline & James Smith
- 2000-01: The Bognor Walkers Terry Dollman, Paul Fruin, Trevor Davies, Douglas Robinson, Steve Paull and Graham Jones.
- 2001-02: Martin Lacey
- 2002-03: Roy Couch
- 2003-04: Terry McGovern
- 2004-05: Ron Moore
- 2005-06: Andy Burrows
- 2006-07: Don Cross
- 2007-08: Jeremy Albert
- 2008-09: Steve Foster
- 2009-10: Barry Benveniste
- 2010-11: Adam & Minnie Gloor
- 2011-12: Tony Waugh
- 2012-13: Management Team
- 2013-14: Gordon Hill (Wealdstone Raider)
- 2014-15: Steve Wicks
- 2015-16: Not awarded
- 2016-17: Not awarded
- 2017-18: Not awarded
- 2018-19: Paul Fruin
- 2019-20: Michee Efete
- 2020-21: Not awarded
- 2021-22: James Klarfeld
