| Billiards | Snooker | |||
| Year | Winner | Year | Winner | |
| 2007 | M. Tattersall (Kirkby Malzeard) | 2007 | P. Downey (Middlesmoor) | |
| 2006 | J. Atkinson Jnr (Ripley 'B') | 2006 | L. Chandler (Pateley Club) | |
| 2005 | P. Downey (Birstwith 'B') | 2005 | L. Chandler (Pateley Club) | |
| 2004 | P. Downey (Birstwith 'B') | 2004 | A. Edwards (Kettlesing) | |
| 2003 | P. Downey (Birstwith 'B') | 2003 | A. Cockburn (Ripley 'A') | |
| 2002 | P. Downey (Birstwith 'B') | 2002 | R. Woodcock (Pateley Social) | |
| 2001 | P. Downey (Middlesmoor) | 2001 | D. Cranage (Hampsthwaite) | |
| 2000 | B. H. Lawry (Pateley Social) | 2000 | D. Cranage (Hampsthwaite) | |
| 1999 | M. Tattersall (Kirkby Malzeard) | 1999 | A. Smith (Ripley) | |
| 1998 | J. Leggett (Pateley Social) | 1998 | S. A. Holmes (Birstwith) | |
| 1997 | N. A. Houseman (Hookstone) | 1997 | A. Smith (Kettlesing) | |
| 1996 | A. Pullan (Darley) | 1996 | B. Naisbitt (Pateley Cons) | |
| 1995 | M. Tattersall (Kirkby Malzeard) | 1995 | N. A. Houseman (Hookstone) | |
| 1994 | J. Leggett (Pateley Social) | 1994 | G. Clark (Middlesmoor) | |
| 1993 | T. Marriner (Darley) | 1993 | K. Portwood (Birstwith) | |
| 1992 | A. Rothery (Pateley Social) | 1992 | K. Portwood (Birstwith) | |
| 1991 | M. Tattersall (Kirkby Malzeard) | 1991 | K. Portwood (Birstwith) | |
| 1990 | D. T. Hooley (Ripon City) | 1990 | P. Dennis (Masham) | |
| 1989 | D. T. Hooley (Ripon City) | 1989 | T. Sydney (Pateley Cons) | |