| In 1948 Milngavie Golf Club donated a trophy, The Wooden Spoon, to be awarded to the Club with the least amount of League point. Milngavie hoped they would never win it and to this end they were successful for 65 years, being the last club to win it. |
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| Year | Club | Year | Club | Year | Club | Year | Club |
| 1949 | Balmore | 1969 | Sandyhills | 1989 | Bearsden | 2009 | Balmore |
| 1950 | Kirkintilloch | 1970 | Dullatur | 1990 | Bearsden | 2010 | Hilton Park |
| 1951 | Balmore | 1971 | Hayston | 1991 | Bearsden | 2011 | Hilton Park |
| 1952 | Balmore | 1972 | Douglas Park | 1992 | Bearsden | 2012 | Hilton Park |
| 1953 | Balmore | 1973 | Hayston | 1993 | Bearsden | 2013 | Milngavie |
| 1954 | Bishopbriggs | 1974 | Dullatur | 1994 | Bearsden | 2014 | Withheld |
| 1955 | Balmore | 1975 | Hayston | 1995 | Bearsden | 2015 | Bearsden |
| 1956 | Kirkintilloch | 1976 | Bearsden | 1996 | Bearsden | 2016 | Bearsden |
| 1957 | Kirkintilloch | 1977 | Bearsden | 1997 | Bearsden | 2017 | Bearsden |
| 1958 | Balmore | 1978 | Dullatur | 1998 | Bearsden | 2018 | Hilton Park |
| 1959 | Kirkintilloch | 1979 | Bearsden | 1999 | Bishopbriggs | 2019 | Balmore |
| 1960 | Bearsden | 1980 | Lenzie | 2000 | Bearsden | 2020 | Not Held |
| 1961 | Kirkintilloch | 1981 | Bearsden | 2001 | Bearsden | 2021 | Milngavie |
| 1962 | Bishopbriggs | 1982 | Bearsden | 2002 | Bishopbriggs | 2022 | |
| 1963 | Dullatur | 1983 | Hilton Park | 2003 | Bishopbriggs | 2023 | |
| 1964 | Lenzie | 1984 | Glasgow | 2004 | Bishopbriggs | 2024 | |
| 1965 | Douglas Park | 1985 | Cawder | 2005 | Bearsden | 2025 | |
| 1966 | Bishopbriggs | 1986 | Kirkintilloch | 2006 | Milngavie | 2026 | |
| 1967 | Dullatur | 1987 | Lenzie | 2007 | Hilton Park | 2027 | |
| 1968 | Windyhill | 1988 | Windyhill | 2008 | Hilton Park | 2028 | |