Year | Winner | Runner-up |
|---|---|---|
| 1995 | Halstead | Braintree |
| 1996 | Braintree | Halstead |
| 1997 | Maldon | Clacton on Sea |
| 1998 | Halstead | Maldon |
| 1999 | Halstead | Clacton on Sea |
| 2000 | Braintree | Halstead |
| 2001 | Clacton on Sea | Browns |
| 2002 | Maldon | Clacton on Sea |
| 2003 | Mistley | Bury St Edmunds |
| 2004 | Ipswich | Maldon |
| 2005 | Clacton on Sea | Mistley |
| 2006 | Clacton on Sea | Bury St Edmunds |
Year | Winner | Runner-up |
|---|---|---|
| 1995 | Dunmow | Felixtowe |
| 1996 | Witham | Browns |
| 1997 | Coggeshall | Browns |
| 1998 | Copdock and Old Ipswichians | Browns |
| 1999 | Ipswich and East Suffolk | Frinton |
| 2000 | Mistley | Browns |
| 2001 | Tattingstone | Coggeshall |
| 2002 | Coggeshall | Easton |
| 2003 | Halstead | Ipswich and East Suffolk |
| 2004 | Coggeshall | Brightlingsea |
| 2005 | Easton | Ipswich |
| 2006 | Frinton on Sea | Ipswich |
Year | Winner | Runner-up |
|---|---|---|
| 1997 | Halstead II | Copdock and Old Ipswichians II |
| 1998 | Copdock and Old Ipswichians II | Coggeshall II |
| 1999 | Harwich and Dovercourt II | Clacton on Sea II |
| 2000 | Cavendish Wanderers | Maldon II |
| 2001 | Copdock and Old Ipswichians II | Cavendish Wanderers |
| 2002 | Kelvedon and Feering | Coggeshall II |
| 2003 | Kelvedon and Feering | Halstead II |
| 2004 | Ipswich and East Suffolk II | Coggeshall II |
| 2005 | Coggeshall II | Halstead II |
| 2006 | Brightlingsea II | Ipswich III |
Year | Winner | Runner-up |
|---|---|---|
| 1997 | Harwich and Dovercourt II | Browns II |
| 1998 | Tattingstone II | East Bergholt II |
| 1999 | Wivenhoe II | Coggeshall II |
| 2000 | Copdock and Old Ipswichians II | Harwich and Dovercourt II |
| 2001 | Browns II | Brightlingsea II |
| 2002 | Copdock and Old Ipswichians II | Brightlingsea II |
| 2003 | Ipswich and East Suffolk II | Browns II |
| 2004 | Little Bardfield | Copdock and Old Ipswichians II |
| 2005 | Little Bardfield | Brightlingsea II |