Hospital Cup Winners Division 2
| 1953 | UNIONIST CLUB B | 1989 | WHITE HART HARRIERS | ||
| 1954 | RACKETEERS A | 1990 | WORLE CENTURY CLUB | ||
| 1955 | COMBINED OPERATIONS | 1991 | CABOT BITTERMEN | ||
| 1956 | UNIONIST CLUB B | 1992 | UNIONIST A | ||
| 1957 | COMBINED OPERATIONS | 1993 | DROPOUTS | ||
| 1958 | BOROUGH ARMS A | 1994 | STRAYS | ||
| 1959 | BELL INN | 1995 | ADMIRALS | ||
| 1960 | THERMITES | 1996 | ADMIRALS | ||
| 1961 | WORLE WRANGLERS | 1997 | SHIP | ||
| 1962 | ATOMS | 1998 | WORLE CENTURY CLUB | ||
| 1963 | WESTON C-C | 1999 | ADMIRALS | ||
| 1964 | WORLE WANDERERS | 2000 | WORLE CENTURY CLUB | ||
| 1965 | RACKETEERS B | 2001 | WORLE CENTURY CLUB | ||
| 1966 | BRISTOL HOTEL | 2002 | HILLBILLIES | ||
| 1967 | FIREFIGHTERS | 2003 | ANCHORS | ||
| 1968 | WOODBOROUGH HOTEL | 2004 | FLINTSTONES | ||
| 1969 | NOMADS | 2005 | LANGFORD ROVERS | ||
| 1970 | FRASER LADS | 2006 | LANGFORD ROVERS | ||
| 1971 | NOMADS | 2007 | HOMEFIELD RANGERS | ||
| 1972 | RAILWAY INN | 2008 | FRASER LADS | ||
| 1973 | WINSCOMBE C-C | 2009 | |||
| 1974 | WRINGTON VALE NURSERIES | 2010 | |||
| 1975 | RASCALS | 2011 | |||
| 1976 | UNIONIST CLUB A | 2012 | |||
| 1977 | WINSCOMBE C-C | 2013 | |||
| 1978 | COMBINED OPERATIONS | 2014 | |||
| 1979 | VIKINGS | 2015 | |||
| 1980 | FLINTSTONES | 2016 | |||
| 1981 | WESTON ST JOHNS | 2017 | |||
| 1982 | WESTON ST JOHNS | 2018 | |||
| 1983 | CHURCHILL CLUB | 2019 | |||
| 1984 | WOODBOROUGH HOTEL | 2020 | |||
| 1985 | UNIONIST A | ||||
| 1986 | WINSCOMBE C-C | ||||
| 1987 | WORLE CLUB | ||||
| 1988 | HOMEFIELD RANGERS |