| 2nd XI Kent/Sussex - Regional | ||
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| Season | Winner | |
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| 1990/1991 | Tunbridge Wells | |
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| 1991/1992 | Marden Russets | |
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| 1992/1993 | Herne Bay | |
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| Season | Winner | Runner Up |
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| 1993/1994 | Lewes | Old Holcombeians |
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| 1994/1995 | Anchorians | Horsham |
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| 1995/1996 | Old Holcombeians | Horsham |
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| 1996/1997 | Gore Court | Horsham |
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| 1997/1998 | Sevenoaks | Mid-Sussex |
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| 1998/1999 | Horsham | Marden Russets |
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| 1999/2000 | Gore Court | Eastbourne |
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| 2000/2001 | Bright & Hove | Burnt Ash |
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| 2001/2002 | Maidstone | Burnt Ash |
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| 2002/2003 | Mid-Sussex | Burnt Ash |
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| 2003/2004 | Sevenoaks | Eastbourne |
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