Premier Men's Grade - Past Winners
| Swindale Shield | Jubilee Cup | Hardham VC Memorial Cup |
| 2025 | Oriental-Rongotai | Hutt Old Boys Marist | Pōneke |
2024 | Old Boys-University | Old Boys-University | Wainuiomata |
2023 | Paremata-Plimmerton | Oriental-Rongotai | Petone |
2022 | Petone | Northern United | Oriental-Rongotai |
| 2021 | Old Boys-University | Tawa | Pōneke |
2020 | Marist St Pats | Old Boys-University | Wainuiomata |
|---|---|---|---|
2019 | Hutt Old Boys Marist | Northern United | Marist St Pats |
2018 | Northern United | Old Boys-University | Petone |
2017 | Old Boys-University | Old Boys-University | Upper Hutt Rams |
2016 | Old Boys-University | Tawa | Hutt Old Boys Marist |
2015 | Hutt Old Boys Marist | Old Boys-University | Upper Hutt Rams |
2014 | Marist St Pats | Hutt Old Boys Marist | Pōneke |
2013 | Tawa | Tawa | Northern United |
2012 | Hutt Old Boys Marist | Marist St Pats | Pōneke |
2011 | Northern United | Oriental-Rongotai | Tawa |
2010 | Northern United | Northern United | Wainuiomata |
2009 | Northern United & Petone | Marist St Pats | Old Boys-University |
2008 | Marist St Pats | Marist St Pats & Northern United | Tawa |
2007 | Northern United | Hutt Old Boys Marist | Wainuiomata |
2006 | Northern United | Northern United | Upper Hutt |
2005 | Upper Hutt | Petone | Oriental-Rongotai |
2004 | Petone | Northern United | Upper Hutt |
2003 | Northern United | Pōneke | Western Suburbs |
2002 | Pōneke | Marist St Pats | Tawa |
2001 | Avalon | Marist St Pats | Old Boys-University |
2000 | Marist St Pats | Petone | Western Suburbs |
1999 | Marist St Pats | Marist St Pats | Old Boys-University |
1998 | Johnsonville | Western Suburbs | Oriental-Rongotai |
1997 | Hutt Old Boys Marist | Marist St Pats | Pōneke |
1996 | Marist St Pats | Pōneke | Petone |
1995 | Marist St Pats | Marist St Pats | Upper Hutt |
1994 | Marist St Pats | Marist St Pats | Tawa |
1993 | Avalon | Petone | Petone |
1992 | Petone | Petone | Northern United and Western Suburbs |
1991 | Avalon | Hutt Old Boys Marist | Western Suburbs |
1990 | Upper Hutt | Petone | Wellington |
| 1989 | Hutt Old Boys | Petone | Tawa |
| 1988 | Marist St Pats | Marist St Pats | Avalon |
| 1987 | Marist St Pats | Wellington | Western Suburbs |
| 1986 | Petone | Petone | Wellington College Old Boys |
| 1985 | Wellington | Wellington | Western Suburbs |
| 1984 | Wellington | Marist St Pats | Avalon |
| 1983 | Petone & Marist St Pats | Wellington | Oriental-Rongotai |
| 1982 | Wellington | Wellington & Petone | Wellington College Old Boys & University |
| 1981 | Petone | Marist St Pats | Avalon |
| 1980 | Marist St Pats | Petone | University |
| 1979 | Marist St Pats | Marist St Pats | Wellington College Old Boys |
| 1978 | Athletic | Marist St Pats & Wellington | Marist (Hutt Valley) |
| 1977 | Marist St Pats | Athletic | Titahi Bay |
| 1976 | Petone | Petone | Athletic |
| 1975 | Petone | Pōneke | Petone |
| 1974 | Petone | Petone | Naenae Old Boys & Marist St Pats |
| 1973 | Petone | Petone | Pōneke |
| 1972 | Wellington & Petone | Wellington & Athletic | Hutt Old Boys |
| 1971 | Petone | Petone | Hutt Old Boys & Naenae Old Boys |
| 1970 | Petone | Petone | Onslow |
| 1969 | Petone | Petone | Oriental-Rongotai |
| 1968 | Petone | Marist | |
| 1967 | Petone | Onslow | |
| 1966 | Victoria University | WCOB | |
| 1965 | Athletic | Taitā | |
| 1964 | Marist Bros Old Boys & Victoria University | Petone | |
| 1963 | Marist Bros Old Boys | Petone | |
| 1962 | Marist Bros Old Boys & Onslow | Taitā | |
| 1961 | Petone | Athletic | |
| 1960 | Marist Bros Old Boys | Victoria University | |
| 1959 | Petone | Onslow | |
| 1958 | Victoria University | Marist | |
| 1957 | Petone | Athletic | |
| 1956 | Petone | Oriental | |
| 1955 | Onslow | Marist | |
| 1954 | Victoria University | Marist | |
| 1953 | Victoria University | Petone | |
| 1952 | Victoria University | Pōneke | |
| 1951 | Pōneke | Marist | |
| 1950 | Marist Bros Old Boys | Onslow | |
| 1949 | Petone & St Pats Old Boys | Athletic | |
| 1948 | Marist Bros Old Boys | Oriental | |
| 1947 | Wellington | Oriental | |
| 1946 | Victoria University | Wellington & WCOB | |
| 1945 | Athletic | Onslow | |
| 1944 | Pōneke-Oriental | Royal NZ Navy | |
| 1943 | Pōneke-Oriental | Johnsonville | |
| 1942 | Petone | Air Force | |
| 1941 | Athletic | Not awarded | |
| 1940 | Athletic | Marist Bros Old Boys | |
| 1939 | Wellington | WCOB | |
| 1938 | Petone | ||
| 1937 | Athletic | ||
| 1936 | Athletic | ||
| 1935 | Petone | ||
| 1934 | Hutt | ||
| 1933 | Wellington College Old Boys | ||
| 1932 | Pōneke | ||
| 1931 | Hutt | ||
| 1930 | Petone | ||
| 1929 | Victoria University | ||
| Pre Jubilee Cup Winners | |||
| 1928 | Victoria University | ||
| 1927 | Wellington College Old Boys | ||
| 1926 | Athletic | ||
| 1925 | Pōneke | ||
| 1924 | Petone | ||
| 1923 | Petone | ||
| 1922 | Petone | ||
| 1921 | Pōneke | ||
| 1920 | Petone | ||
| 1919 | Pōneke | ||
| 1918 | Pōneke | ||
| 1917 | Petone | ||
| 1916 | Petone | ||
| 1915 | Athletic | ||
| 1914 | Athletic & Wellington | ||
| 1913 | Athletic | ||
| 1912 | Athletic | ||
| 1911 | Athletic | ||
| 1910 | Oriental | ||
| 1909 | Pōneke | ||
| 1908 | Melrose | ||
| 1907 | Petone | ||
| 1906 | Petone | ||
| 1905 | Petone | ||
| 1904 | Petone | ||
| 1903 | Pōneke | ||
| 1902 | Melrose | ||
| 1901 | Wellington | ||
| 1900 | Melrose | ||
| 1899 | Petone | ||
| 1898 | Melrose | ||
| 1897 | Melrose | ||
| 1896 | Melrose | ||
| 1895 | Petone | ||
| 1894 | Pōneke | ||
| 1893 | Pōneke | ||
| 1892 | Pōneke | ||
| 1891 | Athletic | ||
| 1890 | Wellington | ||
| 1889 | Pōneke | ||
| 1888 | Pōneke | ||
| 1887 | Pōneke | ||
| 1886 | Pōneke | ||
| 1885 | Wellington | ||
| 1884 | Athletic | ||
| 1883 | Wellington & Greytown | ||
| 1882 | Athletic | ||
| 1881 | No Contests | ||
| 1880 | Athletic |