| 1st XI Kent/Sussex - Regional | ||
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| Season | Winner | Runner Up |
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| 1973/1974 | Tunbridge Wells | Gore Court |
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| 1974/1975 | Old Williamsonians | Ashford |
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| 1975/1976 | Ashford | Old Williamsonians |
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| 1976/1977 | Tunbridge Wells | Ashford |
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| 1977/1978 | Marden Russets | Tunbridge Wells |
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| 1978/1979 | Folkestone Optimists | Worthing |
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| 1979/1980 | East Grinstead | Folkestone Optimists |
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| 1980/1981 | Old Williamsonians | Marden Russets |
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| 1981/1982 | Folkestone Optimists | East Grinstead |
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| 1982/1983 | Canterbury | Bognor |
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| 1983/1984 | Tunbridge Wells | Marden Russets |
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| 1984/1985 | Gore Court | Marden Russets |
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| 1985/1986 | Lewes | Marden Russets |
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| 1986/1987 | Canterbury | Marden Russets |
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| 1987/1988 | Sevenoaks | Marden Russets |
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| 1988/1989 | Gravesend | Old Bordenians |
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| 1989/1990 | Wothing | Old Williamsonians |
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| 1990/1991 | Old Bordenians | Lloyds Bank |
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| 1991/1992 | Old Williamsonians | Lloyds Bank |
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| 1992/1993 | Mid-Sussex | Sevenoaks |
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| 1993/1994 | Lewes | Tunbridge Wells |
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| 1994/1995 | Beckenham | Mid-Sussex |
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| 1995/1996 | Tunbridge Wells | Mid-Sussex |
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| 1996/1997 | Herne Bay | Blackheath |
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| 1997/1998 | Blackheath | Mid-Sussex |
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| 1998/1999 | Old Holcombeians | Rochester & Gillingham |
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| 1999/2000 | Gore Court | Horsham |
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| 2000/2001 | Tulse Hill | Holcombe |
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| 2001/2002 | Holcombe | Brighton & Hove |
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| 2002/2003 | Brighton & Hove | Tunbridge Wells |
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| 2003/2004 | Sevenoaks | Worthing |
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| 1st XI Kent/Sussex - Division 1 | ||
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| Season | Winner | Runner Up |
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| 1999/2000 | Brighton & Hove | Old Williamsonians |
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| 2000/2001 | Worthing | Ashford |
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| 2001/2002 | Maidstone | Sevenoaks |
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| 2002/2003 | BBHC | Sutton Valence |
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| 2003/2004 | Eastbourne | Ashford |
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