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| Section D |
| 1961 | Cuckney |
| 1962 | Bolsover Second XI |
| 1963 | Grassmoor Second XI |
| 1964 | Staveley Works Second XI |
| 1965 | Chesterfield Second XI |
| 1966 | Hasland |
| 1967 | Pilsley Second XI |
| 1968 | C.W.S. Glassworks |
| 1969 | Welbeck Second XI |
| 1970 | Blyth |
| 1971 | Clay Cross Works |
| 1972 | Sheepbridge |
| 1973 | No competition |
| 1974 | No competition |
| 1975 | No competition |
| 1976 | Shirebrook Second XI |
| 1977 | Edwinstowe |
| 1978 | James Meade |
| 1979 | Pleasley Vale |
| 1980 | Robinsons |
| 1981 | Harthill |
| 1982 | Bevercotes |
| 1983 | North Wheatley Second XI |
| 1984 | Ollerton |
| 1985 | Holmewood and Heath |
| 1986 | Ashover |
| 1987 | Clipstone Welfare |
| 1988 | Rose |
| 1989 | Lea Park |
| 1990 | Thoresby Colliery |
| 1991 | Waleswood |
| 1992 | Biwater Clay Cross |
| 1993 | R.H.P. Newark |
| 1994 | Marshalls |
| 1995 | Whitwell |
| 1996 | Teversal |
| 1997 | Thurcroft |
| Section D East | Section D West |
| 1998 | Rockware Glass | Lapwell Colliery |
| Section D |
| 1999 | Oaklands (Retford) |
| 2000 | Cuckney |
Thanks to Pete Griffiths