The winners of the Winter League is the pair that wins the Better Ball Match play knockout played by the best placed teams following the 7 winter league events played over Better Ball Stableford & Better Ball Bogey Par
Previous Winners
| 2023 | C. Kovacks & O. Banfield |
| 2022 | A. McKears & D. McKears |
| 2021 | DNP |
| 2020 | A. Walker & P. Mott |
| 2019 | M. Baron & D. Lang |
| 2018 | J. Proctor & S. Durham |
| 2017 | A. Abbott & M. Abbott |
| 2016 | W. Duffy & S. DuffyW |
| 2015 | J. Owen & P. McCready |
| 2014 | D. Hollis & S. McCleod |
| 2013 | N. Roche & S. Westell |
| 2012 | S. McCleod & J. Lea |
| 2011 | N. Roche & B. Roche |
| 2010 | J. Shah & P. McCready |
| 2009 | G. Tate & M.A. Tate |
| 2008 | S. Garner & S. Woodham |
| 2007 | M. George & B. Parekh |
| 2006 | A. MacArthur & J. French |
| 2005 | C. Ledger & M. Wiltshire |
| 2004 | C. White & C. Mead |
| 2003 | J. Haynes & R. Dearn |
| 2002 | N. Roche & S. Westell |
| 2001 | S. Woodham & J. Taylor |
| 2000 | L. Tucker & J. Jones |
| 1999 | N. Roche & S. Westell |
| 1998 | B. Blundell & D. Haughian |
| 1997 | B. Stein & T. Hartley |
| 1996 | S. Woodham & J. Taylor |
| 1995 | B. Blundell & M. Boland |
| 1994 | N. Roche & P. Thomas |
| 1993 | H. McNulty & P. Lee |
| 1992 | R. Freeman & B. Sullivan |
| 1991 | R. Freeman & B. Sullivan |
| 1990 | M. Brewer & K. Brewer |
| 1989 | D. Groom & K. Henman |
| 1988 | S. Bradshaw & R. Alberry |
| 1987 | S. Fuller & R. Manyweathers |
| 1986 | K. Henman & M. McLernon-Davis |
| 1985 | A. Kelly & H. McNulty |
| 1984 | B. Sullivan & T.W. Jones |
| 1983 | C. Ward & B. Taverner |