| Premier Division | ||
| Year | Winners | Runners-up |
| 1988 | Downley | (Prestwood) |
| 1989 | Prestwood | (Bledlow Ridge) |
| 1990 | Prestwood | (Great Kingshill) |
| 1991 | Penn & Tylers Green | (Chalfont Saints) |
| 1992 | Prestwood | (Great Kingshill) |
| 1993 | Prestwood | (Downley) |
| 1994 | Lane End | (Downley) |
| 1995 | Holmer Green | (Hazlemere) |
| 1996 | Holmer Green | (Lacey Green) |
| 1997 | Lacey Green | (Lane End) |
| 1998 | BroomWade | (Holmer Green) |
| 1999 | Lane End | (BroomWade) |
| 2000 | Westcott | (Holmer Green) |
| 2001 | Holmer Green | (Hawridge & Cholesbury) |
| 2002 | Holmer Green | (Chearsley) |
| 2003 | BroomWade | (Ballinger) |
| 2004 | BroomWade | (Little Gaddesden) |
| 2005 | BroomWade | (Holmer Green) |
| 2006 | Hawridge & Choles. | (Hughenden Valley) |
| 2007 | Widmer End SM | (Hawridge & Cholesbury) |
| 2008 | Hughenden Valley | (Holmer Green) |
| 2009 | Knotty Green | (Ballinger) |