Cup presented by Major Parkin, Ravencragg, Ullswater. First President Cumberland & Westmorland Wrestling Association, Founded 1907.
Note:1910 Finalists failed to get into holds
| Year | Champion |
|---|
| 1907 | W. Temple |
| 1908 | J. Armstrong |
| 1909 | G. Armstrong |
| 1910 | No decision (see note) |
| 1911 | R. Farrer |
| 1912 | J. Little |
| 1913 | R. Graham |
| 1914 | A. Lowther |
| 1915-18 | First World War |
| 1919 | A. Lowther |
| 1920 | J. Jackson |
| 1921 | W. Armstrong |
| 1922 | J. Adams |
| 1923 | R. Hayhurst |
| 1924 | H. Johnston |
| 1925 | F. Wilson |
| 1926 | G. Bland |
| 1927 | G. Bland |
| 1928 | R. E. Greatorex |
| 1929 | J. S. Robinson |
| 1930 | J. S. Robinson |
| 1931 | G. Bland |
| 1932 | S. Knowles |
| 1933 | A. Bracken |
| 1934 | J. R. Pattinson |
| 1935 | G. Bland |
| 1936 | N. Salisbury |
| 1937 | A. Bracken |
| 1938 | A. Wannop |
| 1939 | A. Bracken |
| 1940-43 | Second World War |
| 1944 | A. Bracken |
| 1945 | J. T. Carr |
| 1946 | A. Wannop |
| 1947 | A. Bracken |
| 1948 | R. S. Pritt |
| 1949 | R. H. Carter |
| 1950 | T. Nicholson |
| Year | Champion |
|---|
| 1951 | C. Bragg |
| 1952 | J. S. Williamson |
| 1953 | D. Dayson |
| 1954 | J. T. Richardson |
| 1955 | J. T. Richardson |
| 1956 | John Bland |
| 1957 | T. Bland |
| 1958 | A. Coulthard |
| 1959 | A. Coulthard |
| 1960 | John Bland |
| 1961 | P. J. Hayhurst |
| 1962 | P. J. Hayhurst |
| 1963 | W. V. Little |
| 1964 | G. Younger |
| 1965 | G. Younger |
| 1966 | W. Bland |
| 1967 | G. Younger |
| 1968 | T. Harrington |
| 1969 | W. Bland |
| 1970 | W. Bland |
| 1971 | J. Dennison |
| 1972 | W. Bland |
| 1973 | T. Harrington |
| 1974 | T. Harrington |
| 1975 | J. W. Dennison |
| 1976 | T. Harrington |
| 1977 | T. Harrington |
| 1978 | T. Harrington |
| 1979 | T. Harrington |
| 1980 | T. Harrington |
| 1981 | T. Harrington |
| 1982 | A. Jones |
| 1983 | A. Jones |
| 1984 | T. Harrington |
| 1985 | T. Harrington |
| 1986 | T. Harrington |
| 1987 | T. Harrington |
| 1988 | T. Harrington |
| Year | Champion |
|---|
| 1989 | T. Harrington |
| 1990 | T. Harrington |
| 1991 | T. Harrington |
| 1992 | T. Harrington |
| 1993 | T. Harrington |
| 1994 | W. Prudham |
| 1995 | T. Harrington |
| 1996 | T. Harrington |
| 1997 | R. Clark |
| 1998 | D. Atkinson |
| 1999 | R. Clark |
| 2000 | R. Clark |
| 2001 | R. Clark |
| 2002 | A. Carlile |
| 2003 | A. Carlile |
| 2004 | J. Harrington |
| 2005 | J. Harrington |
| 2006 | A. Carlile |
| 2007 | A. Carlile |
| 2008 | R. Dixon |
| 2009 | A. Carlile |
| 2010 | A. Carlile |
| 2011 | R. Dixon |
| 2012 | B. Brocklebank |
| 2013 | J. Brown |
| 2014 | J. Brown |
| 2015 | A. Carlile |
| 2016 | A. Carlile |
| 2017 | A. Carlile |
| 2018 | A. Carlile |
| 2019 | A. Carlile |
| 2020 | Covid-19 (No competition) |
| 2021 | Covid-19 (No competition) |
| 2022 | J. Harrington |
| 2023 | J. Harrington |
| 2024 | A. Carlile |
