| 1990 | R1 v Wellington | ||
| Whitty | W | 3&1 | |
| Brazell | W | 3&1 | |
| Riddiford | L | 1d | |
| Elsdon-Dew | L | 1d | |
| Davies JC | L | 2&1 | |
| Connelly | L | 2&1 | |
| Paul | W | 2&1 | |
| Westcott | W | 2&1 | |
| Rogers | L | 3&2 | |
| Hansford | L | 3&2 | |
| 1991 | R1 v Marlborough | ||
| Rogers | L | 2&1 | |
| Hansford | L | 2&1 | |
| Paul | L | 2&1 | |
| Ferguson-Jones | L | 2&1 | |
| Whitty | L | 3&2 | |
| Taylor | L | 3&2 | |
| Brazell | L | 1d | |
| Connelly | L | 1d | |
| Burridge | L | 2&1 | |
| Riddiford | L | 2&1 | |
| 1992 | R1 v Radley | ||
| Connelly | W | 20th | |
| Burridge | W | 20th | |
| Whitty | L | 2&1 | |
| Brazell | L | 2&1 | |
| Paul | W | 1up | |
| Westcott | W | 1up | |
| Mote | W | 19th | |
| Riddiford | W | 19th | |
| Rogers | L | 4&3 | |
| Hansford | L | 4&3 | |
| R2 v Tonbridge | |||
| Rogers | L | 7&6 | |
| Hansford | L | 7&6 | |
| Connelly | W | 1up | |
| Burridge | W | 1up | |
| Paul | L | 2&1 | |
| Westcott | L | 2&1 | |
| Whitty | L | 6&5 | |
| Brazell | L | 6&5 | |
| Mote | L | 5&4 | |
| Riddiford | L | 5&4 | |
| 1993 | R1 v Harrow | ||
| Isaac | L | 5&4 | |
| Burridge | L | 5&4 | |
| Whitty | W | 3&2 | |
| Brazell | W | 3&2 | |
| Hansford | L | 4&3 | |
| Riddiford | L | 4&3 | |
| Westcott | W | 5&4 | |
| Connelly | W | 5&4 | |
| Sweetland | L | 4&3 | |
| Ferguson-Jones | L | 4&3 | |
| 1994 | R1 v Downside | ||
| Parry | L | 2&1 | |
| Rogers | L | 2&1 | |
| Hansford | L | 2&1 | |
| Sweetland | L | 2&1 | |
| Whitty | H | ||
| Brazell | H | ||
| Paul | L | 3&2 | |
| Riddiford | L | 3&2 | |
| Burridge | W | 2&1 | |
| Ferguson-Jones | W | 2&1 | |
| 1995 | R1 v Merch Tayl | ||
| Whitty | W | 1up | |
| Brazell | W | 1up | |
| Burridge | W | 5&4 | |
| Riddiford | W | 5&4 | |
| Westcott | H | ||
| Connelly | H | ||
| Rogers | H | ||
| Ferguson-Jones | H | ||
| Parry | W | 9&8 | |
| Sweetland | W | 9&8 | |
| R2 v Charterhouse | |||
| Whitty | L | 3&2 | |
| Brazell | L | 3&2 | |
| Burridge | L | 6&5 | |
| Riddiford | L | 6&5 | |
| Westcott | W | 3&2 | |
| Connelly | W | 3&2 | |
| Hansford | L | 1d | |
| Ferguson-Jones | L | 1d | |
| Parry | H | ||
| Sweetland | H | ||
| 1996 | R1 v Loretto | ||
| Parry | L | 2&1 | |
| Sweetland | L | 2&1 | |
| Whitty | W | 4&2 | |
| Brazell | W | 4&2 | |
| Mote | H | ||
| Connelly | H | ||
| Ballesteros | W | 4&3 | |
| Ferguson-Jones | W | 4&3 | |
| Hansford | W | 2&1 | |
| Riddiford | W | 2&1 | |
| R2 v Forest | |||
| Parry | L | 1d | |
| Sweetland | L | 1d | |
| Whitty | L | 1d | |
| Brazell | L | 1d | |
| Mote | L | 2&1 | |
| Connelly | L | 2&1 | |
| Ballesteros | W | 5&3 | |
| Ferguson-Jones | W | 5&3 | |
| Hansford | W | 4&3 | |
| Riddiford | W | 4&3 | |
| 1997 | R1 v Wrekin | ||
| Davies JC | L | 6&5 | |
| Brazell | L | 6&5 | |
| Parry | W | 3&2 | |
| Ferguson-Jones | W | 3&2 | |
| Westcott | W | 1up | |
| Connelly | W | 1up | |
| Whitty | L | 1d | |
| Rogers | L | 1d | |
| Riddiford | W | 4&3 | |
| Sweetland | W | 4&3 | |
| R2 v Downside | |||
| Whitty | W | 2&1 | |
| Cronk | W | 2&1 | |
| Parry | L | 3&2 | |
| Ferguson-Jones | L | 3&2 | |
| Westcott | W | 1up | |
| Connelly | W | 1up | |
| Davies JC | W | 3&1 | |
| Brazell | W | 3&1 | |
| Riddiford | W | 5&4 | |
| Sweetland | W | 5&4 | |
| R3 v Harrow | |||
| Whitty | W | 1up | |
| Hansford | W | 1up | |
| Parry | L | 3&2 | |
| Ferguson-Jones | L | 3&2 | |
| Westcott | W | 3&2 | |
| Connelly | W | 3&2 | |
| Davies JC | L | 19th | |
| Brazell | L | 19th | |
| Riddiford | L | 19th | |
| Sweetland | L | 19th | |
| 1998 | R1 v City Of Lon | ||
| Whitty | W | 3&2 | |
| Sweetland | W | 3&2 | |
| Davies JC | L | 1d | |
| Westcott | L | 1d | |
| Parry | W | 2&1 | |
| Hansford | W | 2&1 | |
| Crane | W | 5&4 | |
| Ferguson-Jones | W | 5&4 | |
| Cronk | W | 5&3 | |
| Riddiford | W | 5&3 | |
| R2 v Fettes | |||
| Whitty | L | 19th | |
| Sweetland | L | 19th | |
| Connelly | L | 6&5 | |
| Westcott | L | 6&5 | |
| Parry | L | 5&4 | |
| Davies JC | L | 5&4 | |
| Crane | W | 1up | |
| Ferguson-Jones | W | 1up | |
| Rogers | W | 2up | |
| Riddiford | W | 2up | |
| 1999 | R1 v Winchester | ||
| Crane | L | 1d | |
| Parry | L | 1d | |
| Whitty | W | 6&5 | |
| Sweetland | W | 6&5 | |
| Riddiford | W | 5&4 | |
| Ferguson-Jones | W | 5&4 | |
| Porter | H | ||
| Hansford | H | ||
| Mote | L | 4&3 | |
| Westcott | L | 4&3 |
OLD CRANLEIGHAN GOLFING SOCIETY