| Year | Winning Skip | Club |
| 2025 | T Leathers | Sherburn Village |
| 2024 | T Leathers | Sherburn Village |
| 2023 | B Attwood | Spennymoor |
| 2022 | B Attwood | Spennymoor |
| 2021 | K Minnis | Pelton Fell |
| 2020 | No competition | |
| 2019 | T Leathers | Sherburn Village |
| 2018 | N Sparks | Glenholme |
| 2017 | B Attwood | Spennymoor |
| 2016 | D Gibson | Spennymoor |
| 2015 | S Bennett | Pelton Fell |
| 2014 | D Gibson | Spennymoor |
| 2013 | P Bailey | Vane Tempest |
| 2012 | E Henry | Pelton Fell |
| 2011 | J Taylor | Leeholme |
| 2010 | C Higgins | Mainsforth |
| 2009 | G Bailey | Vane Tempest |
| 2008 | D Barron | Leeholme |
| 2007 | G Williams | Ever Ready/Craghead |
| 2006 | M English | Ever Ready/Craghead |
| 2005 | G Williams | Ever Ready/Craghead |
| 2004 | I Hudson | Nevilles Cross |
| 2003 | I Hudson | Nevilles Cross |
| 2002 | A Dunn | Glenholme |
| 2001 | R Smith | Sherburn Village |
| 2000 | G Williams | Ever Ready/Craghead |
| 1999 | D Barron | Leeholme |
| 1998 | K Kendall | Wheatley Hill |
| 1997 | W Kirk | King George V |
| 1996 | J Palmer | Chilton |
| 1995 | D McDonald | Glenholme |
| 1994 | A Ellison | Wheatley Hill |
| 1993 | W Miller | Brandon |
| 1992 | E A Clarke | Elm Tree |
| 1991 | E A Clarke | Elm Tree |
| 1990 | J Hodgson | Coxhoe |
| 1989 | E A Clarke | Elm Tree |
| 1988 | M English | Ever Ready |
| 1985 | R Johnson | King George V |
| 1984 | T Burt | Vane Tempest |
| 1983 | J Montgomery | Ever Ready |
| 1982 | C Ridley | Ever Ready |
| 1981 | B Parkinson | Vane Tempest |
| 1980 | L Hunter | Mainsforth |
| 1979 | J W Robinson | Fishburn |
| 1978 | J Sutherland | Vane Tempest |
| 1977 | J Scott | Vane Tempest |
| 1976 | J Robson | Craghead |
| 1975 | J Robson | Craghead |
| 1974 | J Robson | Craghead |
| 1973 | W Shoulder | Leeholme |
