| Previous Mallet Cup Winners | ||
| Date | Winner | Plate Winner |
| 1955/56 | Ventnor | |
| 1957/58 | Wootton | |
| 1958/59 | Shanklin | |
| 1959/60 | Ryde | |
| 1960/61 | Sandown A | |
| 1961/62 | Sandown A | |
| 1962/63 | Shanklin A | |
| 1963/64 | Sandown A | |
| 1964/65 | Ryde Central | |
| 1965/66 | Cowes B | |
| 1966/67 | Shanklin C | |
| 1967/68 | Freshwater | |
| 1968/69 | Sandown B | |
| 1969/70 | BHC A | |
| 1970/71 | Ryde Central B | |
| 1971/72 | Newport A | |
| 1972/73 | Niton A | |
| 1973/74 | Newport A | |
| 1974/75 | Brighstone A | |
| 1975/76 | Sandown C | |
| 1976/77 | Newport D | |
| 1977/78 | Newport C | |
| 1978/79 | Eastmore A | |
| 1979/80 | NALGO E | |
| 1980/81 | Newport E | |
| 1981/82 | Newport D | |
| 1982/83 | Binstead D | |
| 1983/84 | Newport A | |
| 1984/85 | Freshwater B | |
| 1985/86 | Cowes B | |
| 1986/87 | Brighstone A | |
| 1987/88 | Yarmouth A | |
| 1988/89 | Westland A | |
| 1989/90 | Westhill | |
| 1990/91 | Westland A | |
| 1991/92 | Freshwater B | |
| 1992/93 | Westland A | Ventnor D |
| 1993/94 | Ryde B | Whitecroft B |
| 1994/95 | Shanklin A | |
| 1995/96 | Newport D | |
| 1996/97 | Whitecroft | |
| 1997/98 | Westland A | |
| 1998/99 | Westland A | |
| 1999/00 | Whitecroft A | GKN Westland C |
| 2000/01 | Westland A | GKN Westland C |
| 2001/02 | Westland A | Freshwater C |
| 2002/03 | Whitecroft A | RydeKings B |
| 2003/04 | Wesltand A | RydeKings B |
| 2004/05 | Whitecroft B | Whitecroft A |
| 2005/06 | Freshwater B | Nomads |
| 2006/07 | Whitecroft A | Nomads |
| 2007/08 | Westland A | Brightstone |
| 2008/09 | Newport A | Brightstone |
| 2009/10 | Westland A | Freshwater A |
| 2010/11 | Vectis A | Whitecroft C |
| 2011/12 | Whitecroft A | Vectis B |
| 2012/13 | Westland A | Newport A |
| 2013/14 | Wroxall | Fairway |
| 2014/15 | Freshwater C | Freshwater A |
| 2015/16 | Westland A | Freshwater A |
| 2016/17 | Fairway A | Cowes B |
| 2017/18 | Ventnorians | Freshwater |
| 2018/19 | RydeKings A | BCA |
| 2019/20 | ||