| Extras |
| 47 | Old Wellingtonians v Stowe Templars | Stowe School Ground, Stowe | 2011 |
| 42 | Old Wellingtonians v Radley Rangers | Wellington College, Crowthorne | 2013 |
| 40 | Old Wellingtonians v Bradfield Waifs | Bradfield College, Reading | 2017 |
| 36 | Old Wellingtonians v Stowe Templars | Wellington College, Crowthorne | 2016 |
| 33 | Old Wellingtonians v Old Eastbournians | Eastbourne College Ground, Eastbourne | 2012 |
| 32 | Old Wellingtonians v Eton Ramblers | Upper Club, Eton College | 2002 |
| 32 | Old Wellingtonians v Repton Pilgrims | Wellington College, Crowthorne | 2023 |
| 31 | Old Wellingtonians v Lancing Rovers | Wellington College, Crowthorne | 2006 |
| 30 | Old Wellingtonians v Uppingham Rovers | Wellington College, Crowthorne | 2001 |
| 29 | Old Wellingtonians v Old Cliftonians | Clifton College Close Ground, Clifton | 2007 |
| 29 | Old Wellingtonians v Haileybury Hermits | Haileybury College Ground, Hertford | 2022 |
| 28 | Old Wellingtonians v Stowe Templars | Stowe School Ground, Stowe | 2010 |
| 28 | Old Wellingtonians v Old Eastbournians | Eastbourne College Ground, Eastbourne | 2023 |
| 27 | Old Wellingtonians v Downside Wanderers | Wellington College, Crowthorne | 2001 |
| 26 | Old Wellingtonians v Oundle Rovers | Wellington College, Crowthorne | 1991 |
| 26 | Old Wellingtonians v Old Brightonians | Wellington College, Crowthorne | 1998 |
| 26 | Old Wellingtonians v Rugby Meteors | Rugby School Ground, Rugby | 2013 |
| 26 | Old Wellingtonians v Charterhouse Friars | Wellington College, Crowthorne | 2016 |
| 26 | Old Wellingtonians v Charterhouse Friars | Wellington College, Crowthorne | 2017 |
| 26 | Old Wellingtonians v Rugby Meteors | Rugby School Ground, Rugby | 2018 |
| 26 | Old Wellingtonians v Old Hurst Johnians | Wellington College, Crowthorne | 2022 |
| 25 | Old Wellingtonians v Old Cranleighans | Wellington College, Crowthorne | 2022 |
| 24 | Old Wellingtonians v Sherborne Pilgrims | Wellington College, Crowthorne | 1991 |
| 24 | Old Wellingtonians v Old Cholmeleians | Highgate School Ground, Highgate | 2007 |
| 24 | Old Wellingtonians v Old Cliftonians | Wellington College, Crowthorne | 2015 |
| 23 | Old Wellingtonians v Eton Ramblers | Wellington College, Crowthorne | 2001 |
| 23 | Old Wellingtonians v Old Brightonians | Wellington College, Crowthorne | 2019 |
| 22 | Old Wellingtonians v Oundle Rovers | Oundle School Ground, Oundle | 1970 |
| 22 | Old Wellingtonians v Uppingham Rovers | Wellington College, Crowthorne | 1976 |
| 22 | Old Wellingtonians v Bradfield Waifs | Bradfield College, Reading | 1999 |
