| 8 | Old Westminsters v Old Malvernians | Vincent Square, Westminster | 1968 |
| 8 | Old Westminsters v Lancing Rovers | Vincent Square, Westminster | 1994 |
| 8 | Old Westminsters v Old Cliftonians | Vincent Square, Westminster | 1997 |
| 7 | Old Westminsters v Eton Ramblers | Vincent Square, Westminster | 1967 |
| 7 | Old Westminsters v Bradfield Waifs | Bradfield College, Reading | 1976 |
| 7 | Old Westminsters v Downside Wanderers | Vincent Square, Westminster | 1978 |
| 7 | Old Westminsters v Old Amplefordians | Vincent Square, Westminster | 1984 |
| 7 | Old Westminsters v Old Whitgiftians | Whitgift School, Croydon | 1993 |
| 7 | Old Westminsters v Old Wellingtonians | Vincent Square, Westminster | 2009 |
| 6 | Old Westminsters v Downside Wanderers | Downside School, Stratton-on-the-Fosse | 1970 |
| 6 | Old Westminsters v Bradfield Waifs | Vincent Square, Westminster | 1971 |
| 6 | Old Westminsters v Downside Wanderers | Downside School, Stratton-on-the-Fosse | 1982 |
| 6 | Old Westminsters v Felsted Robins | Vincent Square, Westminster | 1986 |
| 6 | Old Westminsters v Uppingham Rovers | Middle Field Pitch 1, Uppingham School | 1990 |
| 6 | Old Westminsters v Old Alleynians | Dulwich College Ground, Dulwich | 2005 |
| 5 | Old Westminsters v Haileybury Hermits | Haileybury College Ground, Hertford | 1969 |
| 5 | Old Westminsters v Oundle Rovers | Oundle School Ground, Oundle | 1970 |
| 5 | Old Westminsters v Uppingham Rovers | Vincent Square, Westminster | 1972 |
| 5 | Old Westminsters v Rugby Meteors | Vincent Square, Westminster | 1973 |
| 5 | Old Westminsters v Haileybury Hermits | Haileybury College Ground, Hertford | 1983 |
| 5 | Old Westminsters v Old Blundellians | Vincent Square, Westminster | 1992 |
| 5 | Old Westminsters v Shrewsbury Saracens | Vincent Square, Westminster | 1996 |
| 5 | Old Westminsters v Old Alleynians | Dulwich College Ground, Dulwich | 1998 |
| 5 | Old Westminsters v Old Alleynians | Vincent Square, Westminster | 2004 |
| 5 | Old Westminsters v Old Brightonians | Vincent Square, Westminster | 2010 |
| 4 | Old Westminsters v Rugby Meteors | Vincent Square, Westminster | 1975 |
| 4 | Old Westminsters v Old Whitgiftians | Vincent Square, Westminster | 1976 |
| 4 | Old Westminsters v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1980 |
| 4 | Old Westminsters v Downside Wanderers | Vincent Square, Westminster | 2002 |
| 4 | Old Westminsters v Marlborough Blues | Vincent Square, Westminster | 2006 |
| 4 | Old Westminsters v Harrow Wanderers | Vincent Square, Westminster | 2008 |
