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| | | Season | Winners | Runners-Up | | 1968/69 | Brett Sports | Tunbridge Wells | | 1969/70 | Faversham | Kent Police | | 1970/71 | Faversham | Chatham | | 1971/72 | Chatham | Brett Sports | | 1972/73 | Sheppey Utd | Sittingbourne | | 1973/74 | Chatham | Sittingbourne | | 1974/75 | Sheppey Utd | Medway | | 1975/76 | Sittingbourne | Dartford Am. | | 1976/77 | Medway | Sittingbourne | | 1977/78 | Faversham | Sheppey Utd | | 1978/79 | Sheppey Utd | Hythe Town | | 1979/80 | Chatham Town | Cray Wanderers | | 1980/81 | Cray Wanderers | Chatham Town | | 1981/82 | Erith & Belvedere | Sittingbourne | | 1982/83 | Crockenhill | Hythe Town | | 1983/84 | Sittingbourne | Sheppey Utd | | 1984/85 | Tunbridge Wells | Hythe Town | | 1985/86 | Alma Swanley | Sittingbourne | | 1986/87 | Greenwich Borough | Crockenhill | | 1987/88 | Greenwich Borough | Faversham Town | | 1988/89 | Hythe Town | Deal Town | | 1989/90 | Faversham Town | Sittingbourne | | 1990/91 | Sittingbourne | Cray Wanderers | | 1991/92 | Herne Bay | Faversham Town | | 1992/93 | Tonbridge | Herne Bay | | 1993/94 | Herne Bay | Furness | | 1994/95 | Sheppey Utd | Chatham Town | | 1995/96 | Furness | Dartford | | 1996/97 | Herne Bay | Ramsgate | | 1997/98 | Herne Bay | Folkestone Invicta | | 1998/99 | Ramsgate | Deal Town | | 1999/00 | Deal Town | Thamesmead Town | | 2000/01 | Chatham Town | Herne Bay | | 2001/02 | Maidstone Utd | VCD Athletic | | 2002/03 | Cray Wanderers | Maidstone Utd | | 2003/04 | Cray Wanderers | Thamesmead Town | |
2004/05 |
Ramsgate |
Herne Bay | |
2005/06 |
Maidstone Utd |
Beckenham Town | |
2006/07 |
Whitstable Town |
VCD Athletic |
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