| 5 | Bradfield Waifs v Old Cliftonians | Bradfield College, Reading | 1989 |
| 5 | Bradfield Waifs v Charterhouse Friars | Charterhouse School, Godalming | 2004 |
| 4 | Bradfield Waifs v Eton Ramblers | Bradfield College, Reading | 2006 |
| 4 | Bradfield Waifs v Radley Rangers | Bradfield College, Reading | 2007 |
| 4 | Bradfield Waifs v Old Eastbournians | Eastbourne College Ground, Eastbourne | 2021 |
| 4 | Bradfield Waifs v Old Millfieldians | Arundel Castle Cricket Club Ground, Arundel | 2022 |
| 3 | Bradfield Waifs v Old Wellingtonians | Wellington College, Crowthorne | 1967 |
| 3 | Bradfield Waifs v Old Malvernians | Malvern College Ground, Malvern | 1970 |
| 3 | Bradfield Waifs v Lancing Rovers | Bradfield College, Reading | 1975 |
| 3 | Bradfield Waifs v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1975 |
| 3 | Bradfield Waifs v Old Alleynians | Bradfield College, Reading | 1978 |
| 3 | Bradfield Waifs v Lancing Rovers | Lancing College Ground, Lancing | 1984 |
| 3 | Bradfield Waifs v Old Wellingtonians | Wellington College, Crowthorne | 1986 |
| 3 | Bradfield Waifs v Old Wykehamists | Bradfield College, Reading | 1988 |
| 3 | Bradfield Waifs v Oundle Rovers | Bradfield College, Reading | 1988 |
| 3 | Bradfield Waifs v Old Cliftonians | Bradfield College, Reading | 1990 |
| 3 | Bradfield Waifs v Eton Ramblers | Bradfield College, Reading | 1991 |
| 3 | Bradfield Waifs v Rugby Meteors | Bradfield College, Reading | 1998 |
| 3 | Bradfield Waifs v Old Tonbridgians | Bank of England Ground, Roehampton | 2002 |
| 3 | Bradfield Waifs v Old Merchant Taylors | Bradfield College, Reading | 2003 |
| 3 | Bradfield Waifs v Charterhouse Friars | Old Deer Park, Richmond | 2005 |
| 3 | Bradfield Waifs v Charterhouse Friars | Charterhouse School, Godalming | 2011 |
| 3 | Bradfield Waifs v Oundle Rovers | Oundle School Ground, Oundle | 2012 |
| 3 | Bradfield Waifs v Oundle Rovers | Oundle School Ground, Oundle | 2013 |
| 3 | Bradfield Waifs v Old Wykehamists | Ridding Field, Winchester | 2018 |
| 3 | Bradfield Waifs v Old Merchant Taylors | War Memorial Sports Ground, Merchant Taylors' School, Northwood | 2021 |
| 3 | Bradfield Waifs v Harrow Wanderers | Bradfield College, Reading | 2023 |
| 3 | Bradfield Waifs v Old Tonbridgians | Bradfield College, Reading | 2023 |
| 3 | Bradfield Waifs v Old Monmothians | Monmouth School, Monmouth | 2024 |
| 3 | Bradfield Waifs v Rugby Meteors | Rugby School Ground, Rugby | 2025 |
| 3 | Bradfield Waifs v Old Hamptonians | Hampton School, Hampton | 2025 |
