| YEAR | WINNER | CLUB | RUNNER-UP | CLUB |
|---|---|---|---|---|
| 2025 | H. Griffiths | St. Dunstans | N. Williams | Overbury |
| 2024 | P. Hancox | Hewell | D. Hill | Aston Sommeville |
| 2023 | R. Spencer | Inkberrow | G. Roberts | Barbourne |
| 2022 | M. Pullin | Bredon | W. White | Chester Road |
| 2021 | J. Allington | Chester Road | J. Haines | Evesham |
| 2020 | Cancelled COVID | |||
| 2019 | Q. Smith | Lilleshall Hall | G. Roberts | Barbourne |
| 2018 | R. Coleman | Manor Park | M. Sandoz | Gilt Edge |
| 2017 | A. Millward | Chester Road | G. Williams | Manor Park |
| 2016 | K. Weaver | Gilt Edge | R. Moule | Vines Park |
| 2015 | A. Griffiths | St. Dunstans | No Runner-Up | |
| 2014 | A. Walters | Broadway | R. Atkins | Worcester |
| 2013 | R. Atkins | Worcester | D. Bond | Redditch |
| 2012 | R. Atkins | Worcester | G. Roberts | Barbourne |
| 2011 | R. Smith | Hewell | A. Millward | Chester Road |
| 2010 | R. Hall | Worcester | S. Poyner | Vines Park |
| 2009 | P. Kitchen | Chester Road | M. Pullin | Bredon |
| 2008 | A. Burbridge | Worcester | C. Cooper | Broadway |
| 2007 | P. Kitchen | Chester Road | A. Walters | Broadway |
| 2006 | J. Attwood | Crystal | M. Hubbard | Telford & Wrekin |
| 2005 | A. Griffiths | St. Dunstans | A. Walters | Broadway |
| 2004 | A. Jackson | Worcester | M. Cawte | Powick |
| 2003 | M. Hubbard | Telford & Wrekin | No Runner - Up | |
| 2002 | G. Burgess | Gilt Edge | P. White | Bredon |
| 2001 | P. Speake | Broadway | D. Brotherton | Evesham |
| 2000 | B. Borthwick | Worcester | No Runner - Up | |
| 1999 | A. Burbridge | Vines Park | S. Poyner | Kays |
| 1998 | J. Cambridge | Brotherhood | D. Jones | Bankhouse |
| 1997 | L. Jones | Chester Road | V. Rule | Barbourne |
| 1996 | P. White | Bredon | R. Higgins | Pershore |
| 1995 | S. Clarke | H.D.A. | D. Hall | Brintons |
| 1994 | B. Borthwick | Worcester | H. Addison | Malvern Priory |
| 1993 | S. Poyner | Kays | A. Jackson | Broadway |
| 1992 | D. Saunders | Vines Park | D. Marchant | St. Dunstans |
| 1991 | R. Cotton | B’grove {DDs&S) | A. Sier | Brotherhood |
| 1990 | N. Smith | Chain Wire | R. Palmer | Brintons |
| 1989 | B. Borthwick | Worcester Co-op | B. Hay | H.D.A. |
| 1988 | M. Barnett | Nalgo | M. Atkins | Worcester Co-op |
| 1987 | A.G. Lambert | Pershore | M. Barnett | Nalgo |
| 1986 | R. Stanley | M.E.S & S.C. | J. Tustin | Evesham |
| 1985 | G.N. Burgess | Gilt Edge | H. Lane | M.E.S & S.C. |
| 1984 | A.H. Russell | Brotherhood | D. Wilde | M.E.S & S.C. |
| 1983 | K. Pountain | Manor Park | B. Gould | Broadway |
| 1982 | R. Grainger | Chainwire | M. Weaver | Gilt Edge |
| 1981 | G. Readman | Redditch Liberal | I. Jenkins | Barbourne |
| 1980 | R. Watkins | Brotherhood | T. Albutt | Bromsgrove Town |
| 1979 | J. Duggan | Vines Park | A.C. Hall | Brotherhood |
| 1978 | F. Summers | Brotherhood | A. Watkins | Gilt Edge |
| 1977 | A. Stebbings | Manor Park | K. Riley | Broadway |