| Extras |
| 44 | Radley Rangers v Old Wellingtonians | Wellington College, Crowthorne | 2013 |
| 42 | Old Malvernians v Old Wellingtonians | Bank of England Ground, Roehampton | 1995 |
| 38 | Radley Rangers v Old Wellingtonians | Wellington College, Crowthorne | 2006 |
| 36 | Downside Wanderers v Old Wellingtonians | Wellington College, Crowthorne | 2001 |
| 35 | Rugby Meteors v Old Wellingtonians | Rugby School Ground, Rugby | 2013 |
| 34 | Oundle Rovers v Old Wellingtonians | Oundle School Ground, Oundle | 2007 |
| 34 | Old Cheltonians v Old Wellingtonians | Wellington College, Crowthorne | 2015 |
| 34 | Haileybury Hermits v Old Wellingtonians | Haileybury College Ground, Hertford | 2022 |
| 32 | Old Cliftonians v Old Wellingtonians | Clifton College Close Ground, Clifton | 2007 |
| 32 | Bradfield Waifs v Old Wellingtonians | Wellington College, Crowthorne | 2009 |
| 29 | Old Malvernians v Old Wellingtonians | Wellington College, Crowthorne | 1989 |
| 29 | Old Malvernians v Old Wellingtonians | Malvern College Ground, Malvern | 2005 |
| 28 | Old Merchant Taylors v Old Wellingtonians | Durrants Sports Ground, Croxley Green | 1993 |
| 28 | Old Cranleighans v Old Wellingtonians | Jubilee, Cranleigh School | 2016 |
| 28 | Old Bedfordians v Old Wellingtonians | Wellington College, Crowthorne | 2018 |
| 27 | Old Wykehamists v Old Wellingtonians | Wellington College, Crowthorne | 2014 |
| 25 | Old Cheltonians v Old Wellingtonians | College Ground, Cheltenham | 1995 |
| 25 | Repton Pilgrims v Old Wellingtonians | Wellington College, Crowthorne | 1999 |
| 24 | Old Cliftonians v Old Wellingtonians | Wellington College, Crowthorne | 1995 |
| 24 | Old Tonbridgians v Old Wellingtonians | Tonbridge School Ground, Tonbridge | 1995 |
| 24 | Bradfield Waifs v Old Wellingtonians | Bradfield College, Reading | 1999 |
| 24 | Harrow Wanderers v Old Wellingtonians | Harrow School Cricket Ground, Harrow-on-the-Hill | 2001 |
| 24 | Old Tonbridgians v Old Wellingtonians | Tonbridge School Ground, Tonbridge | 2002 |
| 24 | Old Malvernians v Old Wellingtonians | Malvern College Ground, Malvern | 2010 |
| 24 | Old Whitgiftians v Old Wellingtonians | Wellington College, Crowthorne | 2015 |
| 24 | Charterhouse Friars v Old Wellingtonians | Wellington College, Crowthorne | 2017 |
| 23 | Old Cheltonians v Old Wellingtonians | Wellington College, Crowthorne | 2008 |
| 23 | Old Cliftonians v Old Wellingtonians | Wellington College, Crowthorne | 2015 |
| 23 | Old Brightonians v Old Wellingtonians | Wellington College, Crowthorne | 2019 |
| 22 | Marlborough Blues v Old Wellingtonians | Burton's Court, Chelsea | 1980 |
| 22 | Uppingham Rovers v Old Wellingtonians | Middle Field Pitch 1, Uppingham School | 1987 |
| 22 | Sherborne Pilgrims v Old Wellingtonians | Wellington College, Crowthorne | 1991 |
| 22 | Sherborne Pilgrims v Old Wellingtonians | Sherborne School, Sherborne | 2002 |
| 22 | Eton Ramblers v Old Wellingtonians | Upper Club, Eton College | 2009 |
| 22 | Old Wykehamists v Old Wellingtonians | Wellington College, Crowthorne | 2012 |
