Kent/Sussex - Regional |
| Season | Winner | Runner-Up |
| 1973/74 | Tunbridge Wells | Gore Court |
| 1974/75 | Old Williamsonians | Ashford |
| 1975/76 | Ashford | Old Williamsonians |
| 1976/77 | Tunbridge Wells | Ashford |
| 1977/78 | Marden Russets | Tunbridge Wells |
| 1978/79 | Folkestone Optimists | East Grinstead |
| 1979/80 | East Grinstead | Folkestone Optimists |
| 1980/81 | Old Williamsonians | Marden Russets |
| 1981/82 | Folkestone Optimists | East Grinstead |
| 1982/83 | Canterbury | Bognor |
| 1983/84 | Tunbridge Wells | Marden Russets |
| 1984/85 | Gore Court | Marden Russets |
| 1985/86 | Lewes | Marden Russets |
| 1986/87 | Canterbury | Marden Russets |
| 1987/88 | Sevenoaks | Marden Russets |
| 1988/89 | Gravesend | Old Bordenians |
| 1989/90 | Worthing | Old Williamsonians |
1st XI Kent/Sussex - Regional |
| Season | Winner | Runner-Up |
| 1990/91 | Old Bordenians | Lloyds Bank |
| 1991/92 | Old Williamsonians | Lloyds Bank |
| 1992/93 | Mid-Sussex | Sevenoaks |
| 1993/94 | Lewes | Tunbridge Wells |
| 1994/95 | Beckenham | Mid-Sussex |
| 1995/96 | Tunbridge Wells | Mid-Sussex |
| 1996/97 | Herne Bay | Blackheath |
| 1997/98 | Blackheath | Mid-Sussex |
| 1998/99 | Old Holcombeians | Rochester & Gillingham |
| 1999/00 | Gore Court | Horsham |
| 2000/01 | Tulse Hill | Holcombe |
| 2001/02 | Holcombe | Brighton & Hove |
| 2002/03 | Brighton & Hove | Tunbridge Wells |
| 2003/04 | Sevenoaks | Worthing |
| 2004/05 | Blackheath | Maidstone |
| 2005/06 | Maidstone | Ashford |
| 2006/07 | BBHC | Ashford |
| 2007/08 | Ashford | Worthing |
| 2008/09 | Eastbourne | Worthing |
1st XI Kent/Sussex - Division 1 |
| Season | Winner | Runner-Up |
| 1999/00 | Brighton & Hove | Old Williamsonians |
| 2000/01 | Worthing | Ashford |
| 2001/02 | Maidstone | Sevenoaks |
| 2002/03 | BBHC | Sutton Valence |
| 2003/04 | Eastbourne | Ashford |
| 2004/05 | Old Bordenians | Burnt Ash |
| 2005/06 | Horsham | Old Williamsonians |
| 2006/07 | Old Bordenians | Marden Russets |
| 2007/08 | Kings College London | Old Williamsonians |
| 2008/09 | Sutton Valence | Crawley |
| | Continues under Kent/Sussex - Open XI. |
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