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| Season | Premier Division | Division One | Division Two | Cup | Plate |
|---|---|---|---|---|---|
| 1970 | ? | N/A | N/A | Mottisfont | ? |
| 1971 | ? | N/A | N/A | West Wellow | ? |
| 1972 | ? | N/A | N/A | Bramtoco | ? |
| 1973* | Mottisfont | N/A | N/A | Mottisfont | ? |
| 1974 | ? | N/A | N/A | BAT Sports | ? |
| 1975 | ? | N/A | N/A | BAT Sports | ? |
| 1976 | ? | N/A | N/A | Mottisfont | ? |
| 1977 | ? | N/A | N/A | Farley | ? |
| 1978 | ? | N/A | N/A | Michelmersh | ? |
| 1979 | ? | N/A | N/A | Mottisfont | ? |
| 1980 | ? | N/A | N/A | Michelmersh | ? |
| 1981 | ? | N/A | N/A | Mottisfont | ? |
| 1982 | Romsey Royal Tobys | N/A | N/A | Romsey | ? |
| 1983 | Romsey Royal Tobys | N/A | N/A | Mottisfont | ? |
| 1984 | Romsey Royal Tobys | N/A | N/A | Mottisfont/Romsey Tobies | ? |
| 1985 | Wellow & Plaitford | N/A | N/A | BAT Sports | ? |
| 1986 | Wellow & Plaitford | N/A | N/A | BAT Sports | ? |
| 1987 | Wellow & Plaitford | N/A | N/A | ? | ? |
| 1988 | Calmore Sports | N/A | N/A | Calmore Sports | ? |
| 1989 | Calmore Sports | Nomansland | N/A | Romsey | Calmore Sports |
| 1990 | Romsey | Embley Park | N/A | BAT Sports | Romsey |
| 1991 | Paultons | Calmore Sports | N/A | BAT Sports | BAT Sports |
| 1992 | Calmore Sports | Sportsmann | N/A | Romsey | ? |
| 1993 | Romsey | Embley Park | N/A | Calmore Sports | ? |
| 1994 | Wellow & Plaitford | Romsey B | N/A | BAT Sports | ? |
| 1995 | Wellow & Plaitford | BAT B | N/A | BAT Sports | ? |
| 1996 | ? | Michelmersh & Timsbury | N/A | Wellow & Plaitford | BAT Sports |
| 1997 | Bramshaw | Romsey B | N/A | Calmore Sports | Wellow & Plaitford |
| 1998 | Calmore Sports | Mottisfont | N/A | Calmore Sports | BAT Sports |
| 1999 | ? | Bramshaw | N/A | ? | Bramshaw/Calmore |
| 2000 | Langley Manor | Nomansland | N/A | Langley Manor | Whiteparish |
| 2001 | OT's & Romsey A | OT's & Romsey B | N/A | OT's & Romsey A | Calmore Sports |
| 2002 | Paultons A | Redlynch & Hale | N/A | Paultons A | Calmore Sports |
| 2003 | Paultons A | Langley Manor | N/A | Calmore Sports | OT's & Romsey A |
| 2004 | OT's & Romsey A | Swan Green | N/A | Wellow & Plaitford | ? |
| 2005 | OT's & Romsey A | Ashurst | N/A | OT's & Romsey A | Wellow & Plaitford |
| 2006 | Paultons A | East Tytherley | N/A | Paultons A | OT's & Romsey A |
| 2007 | OT's & Romsey A | Swan Green | N/A | Paultons A | Cadnam |
| 2008 | OT's & Romsey A | Redlynch & Hale | N/A | Bramshaw | Totton & Eling |
| 2009 | Bramshaw | Calmore Sports | N/A | OT's & Romsey A | Paultons A |
| 2010 | Paultons A | Swan Green | N/A | Calmore Sports | OT's & Romsey A |
| 2011 | OT's & Romsey A | Cadnam | N/A | OT's & Romsey A | Trojans |
| 2012 | Trojans | Michelmersh & Timsbury | N/A | Bramshaw | Mottisfont A |
| 2013 | East Tytherley | Hythe & Dibden | N/A | Redlynch & Hale | Hythe & Dibden |
| 2014 | Calmore Sports A | Cadnam | Lyndhurst & Ashurst | Calmore Sports A | OT's & Romsey Academy |
| 2015 | OT's & Romsey A | Paultons | OT's & Romsey Academy | OT's & Romsey A | Calmore Sports B |
| 2016 | OT's & Romsey A | OT's & Romsey Academy | Totton & Eling | OT's & Romsey A | Calmore Sports B |
| 2017 | Cadnam | Calmore Sports | N/A | Calmore Sports | Paultons |
| 2018 | OT's & Romsey | Trojans | Whiteparish | Paultons | East Tytherley |
| 2019 | Paultons | Totton & Eling A | Langley Manor | East Tytherley | Totton & Eling A |
| 2021 | Bramshaw A | Lyndhurst & Ashurst | Mottisfont | OT's & Romsey | Lyndhurst & Ashurst |
| 2022 | OT's & Romsey | Totton & Eling | N/A | Paultons | Totton & Eling |