| 2010 | R1 v Rugby | ||
| Porter | L | 4&3 | |
| Kendrick | L | 4&3 | |
| Williams R | L | 4&3 | |
| Janmohamed | L | 4&3 | |
| Moore C | L | 2D | |
| Whitty | L | 2D | |
| Moore F | W | 3&2 | |
| Ferguson-Jones | W | 3&2 | |
| Parry | H | ||
| Riddiford | H | ||
| 2011 | R1 v Canford | ||
| Davies | W | 1up | |
| Ferguson-Jones | W | 1up | |
| Hobden | W | 4&3 | |
| Millburn Fryer | W | 4&3 | |
| Moore C | W | 6&4 | |
| Whitty | W | 6&4 | |
| Porter | W | 3&2 | |
| Kendrick | W | 3&2 | |
| Pickford | H | ||
| Riddiford | H | ||
| R2 v Bradfield | |||
| Pickford | L | 2&1 | |
| Riddiford | L | 2&1 | |
| Davies | W | 1up | |
| Ferguson-Jones | W | 1up | |
| Moore C | W | 1up | |
| Whitty | W | 1up | |
| Hobden | L | 4&3 | |
| Millburn Fryer | L | 4&3 | |
| Porter | L | 5&4 | |
| Kendrick | L | 5&4 | |
| 2012 | R1 v Highgate | ||
| Moore F | W | 1up | |
| Kendrick | W | 1up | |
| Moore C | W | 3&2 | |
| Whitty | W | 3&2 | |
| Boyle | L | 4&3 | |
| Ferguson-Jones | L | 4&3 | |
| Millburn Fryer | W | 3&2 | |
| Richards | W | 3&2 | |
| Pickford | L | 2&1 | |
| Riddiford | L | 2&1 | |
| R2 v Watson’s | |||
| Moore F | W | 3&2 | |
| Kendrick | W | 3&2 | |
| Pickford | L | 1d | |
| Riddiford | L | 1d | |
| Boyle | L | 2&1 | |
| Ferguson-Jones | L | 2&1 | |
| Millburn Fryer | L | 3&2 | |
| Richards | L | 3&2 | |
| Moore C | L | 4&3 | |
| Whitty | L | 4&3 | |
| 2013 | R1 v Haileybury | ||
| Boyle | W | 2&1 | |
| Kendrick | W | 2&1 | |
| Davies | H | ||
| Ferguson-Jones | H | ||
| Moore C | L | 2&1 | |
| Whitty | L | 2&1 | |
| Millburn Fryer | W | 2up | |
| Richards | W | 2up | |
| Pickford | W | 3&2 | |
| Porter | W | 3&2 | |
| R2 v Cheltenham | |||
| Boyle | L | 19th | |
| Kendrick | L | 19th | |
| Pickford | W | 4&3 | |
| Porter | W | 4&3 | |
| Davies | W | 1up | |
| Ferguson-Jones | W | 1up | |
| Moore C | W | 21st | |
| Whitty | W | 21st | |
| Millburn Fryer | L | 19th | |
| Richards | L | 19th | |
| R3 v Charterhouse | |||
| Boyle | W | 8&7 | |
| Kendrick | W | 8&7 | |
| Pickford | L | 3&2 | |
| Porter | L | 3&2 | |
| Davies | W | 4&3 | |
| Ferguson-Jones | W | 4&3 | |
| Moore C | L | 2&1 | |
| Whitty | L | 2&1t | |
| Millburn Fryer | L | 19th | |
| Richards | L | 19th | |
| 2014 | R1 v Forest | ||
| Boyle | W | 2&1 | |
| Craddock | W | 2&1 | |
| Davies | W | 5&4 | |
| Ferguson-Jones | W | 5&4 | |
| Moore C | W | 4&3 | |
| Whitty | W | 4&3 | |
| Pickford | H | ||
| Richards | H | ||
| Moore F | H | ||
| Porter | H | ||
| R2 v Kings Cant | |||
| Boyle | L | 4&3 | |
| Pickford | L | 4&3 | |
| Pickford | L | 19th | |
| Richards | L | 19th | |
| Moore C | L | 19th | |
| Whitty | L | 19th | |
| Davies | W | 3&2 | |
| Ferguson-Jones | W | 3&2 | |
| Moore F | H | ||
| Porter | H | ||
| 2015 | R1 v Blundells | ||
| Davies JC | L | 2&1 | |
| Ferguson-Jones | L | 2&1 | |
| Boyle | W | 6&5 | |
| Pickford | W | 6&5 | |
| Moore C | L | 2&1 | |
| Whitty | L | 2&1 | |
| Cary | W | 19th | |
| Kendrick | W | 19th | |
| Sadler | W | 1up | |
| Porter | W | 1up | |
| R2 v Harrow | |||
| Boyle | L | 6&4 | |
| Pickford | L | 6&4 | |
| Davies JC | W | 5&4 | |
| Ferguson-Jones | W | 5&4 | |
| Moore C | L | 6&5 | |
| Whitty | L | 6&5 | |
| Cary | W | 3&2 | |
| Kendrick | W | 3&2 | |
| Sadler | W | 5&4 | |
| Porter | W | 5&4 | |
| R3 v Downside | |||
| Moore C | W | 6&5 | |
| Whitty | W | 6&5 | |
| Boyle | W | 2&1 | |
| Pickford | W | 2&1 | |
| Davies JC | H | ||
| Ferguson-Jones | H | ||
| Cary | W | 6&5 | |
| Kendrick | W | 6&5 | |
| Sadler | H | ||
| Porter | H | ||
| R4 v Watsons | |||
| Moore C | L | 4&3 | |
| Whitty | L | 4&3 | |
| Boyle | W | 1up | |
| Pickford | W | 1up | |
| Davies JC | W | 2&1 | |
| Ferguson-Jones | W | 2&1 | |
| Cary | L | 1d | |
| Kendrick | L | 1d | |
| Sadler | L | 2&1 | |
| Porter | L | 2&1 | |
| 2016 | R1 v Merchiston | ||
| Porter | L | 3&2 | |
| Kendrick | L | 3&2 | |
| Richards | W | 2&1 | |
| Hansford | W | 2&1 | |
| Sadler | W | 2up | |
| Pickford | W | 2up | |
| Davies JC | W | 5&4 | |
| Ferguson-Jones | W | 5&4 | |
| Moore C | L | 4&3 | |
| Whitty | L | 4&3 | |
| R2 v Canford | |||
| Porter | W | 3&2 | |
| Kendrick | W | 3&2 | |
| Richards | H | ||
| Hansford | H | ||
| Sadler | L | 5&4 | |
| Pickford | L | 5&4 | |
| Davies JC | W | 4&3 | |
| Ferguson-Jones | W | 4&3 | |
| Moore C | W | 3&2 | |
| Whitty | W | 3&2 | |
| R3 v Shrewbury | |||
| Porter | L | 2&1 | |
| Kendrick | L | 2&1 | |
| Richards | H | ||
| Hansford | H | ||
| Davies JC | L | 1d | |
| Ferguson-Jones | L | 1d | |
| Sadler | L | 3&2 | |
| Pickford | L | 3&2 | |
| Moore C | H | ||
| Whitty | H | ||
| 2017 | R1 v Eton | ||
| Craddock | L | 3&2 | |
| Kendrick | L | 3&2 | |
| C Moore | L | 3&2 | |
| F Moore | L | 3&2 | |
| Cary | L | 4&3 | |
| Pickford | L | 4&3 | |
| Whitty | H | ||
| Richards | H | ||
| Porter | H | ||
| Ferguson-Jones | H | ||
| 2018 | R1 v Taunton | ||
| Boyle | W | 4&3 | |
| Pickford | W | 4&3 | |
| Craddock | W | 1up | |
| Ferguson-Jones | W | 1up | |
| C Moore | H | ||
| Kendrick | H | ||
| Whitty | L | 4&3 | |
| Richards | L | 4&3 | |
| Cary | W | 5&4 | |
| Sadler | W | 5&4 | |
| R2 v Brighton | |||
| Boyle | W | 5&4 | |
| Pickford | W | 5&4 | |
| Craddock | W | 1up | |
| Ferguson-Jones | W | 1up | |
| C Moore | W | 1up | |
| Kendrick | W | 1up | |
| Whitty | H | ||
| Richards | H | ||
| Cary | W | 2&1 | |
| Sadler | W | ||
| R3 v Bradfield | |||
| Boyle | L | 5&4 | |
| Pickford | L | 5&4 | |
| Whitty | L | 4&2 | |
| Richards | L | 4&2 | |
| Craddock | H | ||
| Ferguson-Jones | H | ||
| C Moore | H | ||
| Kendrick | H | ||
| Cary | L | 6&5 | |
| Sadler | L | 6&5 | |
| 2019 | R1 v Ampleforth | ||
| Boyle | L | 2 dn | |
| Pickford | L | 2 dn | |
| Cary | W | 1up | |
| Kendrick | W | 1up | |
| Craddock | H | ||
| Ferguson-Jones | H | ||
| C Moore | L | 4&3 | |
| Milburn Fryer | L | 4&3 | |
| Whitty | L | 3&1 | |
| Richards | L | 3&1 |
OLD CRANLEIGHAN GOLFING SOCIETY