| Sat15 May2021 |
|  | 09:40 | Sailing 1st Team | v Oundle School | A |
|  | 11:30 | Cricket 1st XI Boys | v Oundle School | A |
|  | 13:00 | Athletics | Quadrangular Oundle | Oundle School, Northamptonshire, PE8 4GH |
|  | 14:00 | Badminton Mixed U18A, U18B | v Oundle School | H |
|  | 14:00 | Golf Mixed U18A | v Bedford School | A |
| | 14:15 | Cricket Girls 1st XI, Boys 3rd XI, U15A, U15A, U15B | v Oundle School | A |
| | 14:15 | Cricket Boys 2nd XI, 4th XI, U14A, U14B | v Oundle School | H |
| | 14:15 | Golf 1st | v Bedford School | A |
|  | 14:15 | Tennis U18A, U18B, U18C, U16A, U16B | v Oundle School | H |
| | 14:30 | Tennis U18A, U18B, U18C, U16A, U15A, U15B, U15C, U14A, U14B, U14C | v Oundle School | A |
| | 14:30 | Tennis U15A, U15B, U14A, U14B | v Oundle School | H |
| |
| Sat22 May2021 |
| | 11:30 | Cricket 1st XI Boys | v Stamford | H |
| | 13:00 | Athletics | Quadrangular Oakham 2.0 | Oakham School, Leicestershire, LE15 6DT |
|  | 14:00 | Swimming Mixed U18A | v Rugby School | H |
| | 14:15 | Cricket Girls 1st XI, Boys 2nd XI, 4th XI, U15A, U14A, U14B | v Stamford | A |
| | 14:15 | Cricket Girls 1st XI, Boys 2nd XI, 4th XI, U15A, U14A, U14B | v Stamford | A |
| | 14:15 | Cricket Boys 3rd XI, U15A, U15B | v Stamford | H |
| | 14:15 | Tennis U18B, U15A, U15B, U14A, U14A, U14B, U14B, U14C, U14D | v Stamford | A |
| | 14:15 | Tennis U18A, U18A, U18B, U18C, U15A, U15B, U15C, U15D | v Stamford | H |
| |
| Thu27 May2021 |
| | 14:15 | Cricket 1st XI Boys | v Oakham School | H |
| | 14:30 | Cricket Boys 2nd XI | v Oakham School | H |
| |
| Tue8 Jun2021 |
| | 11:30 | Cricket 1st XI Boys | v MCC | H |
| |
| Thu10 Jun2021 |
|  | 15:00 | Basketball U15A | v Stamford | H |
| |
| Sat12 Jun2021 |
| | 11:30 | Cricket 1st XI Boys | v Rugby School | H |
| | 14:00 | Golf Mixed U18A | v Bedford School | H |
| | 14:15 | Cricket Boys 2nd XI, U15A, U15B | v Rugby School | A |
| | 14:15 | Cricket Girls 1st XI, Boys 3rd XI, U15A, U14A, U14B | v Rugby School | H |
| | 14:30 | Swimming Mixed U18A | v Welbeck DSFC | A |
