| Mon10 May2021 |
|  | 14:00 | Cricket U13A | v Hampton School | H |
| |
| Tue11 May2021 |
| | 15:00 | Cricket U15A | v Cranleigh School | A |
| |
| Wed12 May2021 |
| | 13:45 | Cricket U12A, U12B | v Feltonfleet School | A |
| | 13:45 | Cricket U13A, U13B | v Feltonfleet School | H |
| |
| Thu13 May2021 |
| | 14:00 | Cricket U14A, U14A | v Reed's School | A |
| |
| Fri14 May2021 |
|  | 16:30 | Netball U16A | v Epsom College | A |
|  | 17:30 | Hockey 1st XI U18A | v Gordon's School | A |
| | tbc | Cricket U15A, U15A | v bye | A |
| |
| Sat15 May2021 |
| | 10:00 | Cricket U13A, U13B | v St Benedict's School | H |
| | 10:00 | Cricket U13A, U13B, U12A, U12B | v Sutton Valence School | A |
|  | 10:00 | Tennis U13A, U13B, U12A, U12B | v City of London Freemen's | A |
| | 12:30 | Cricket 1st XI | v Worth School | A |
| | 13:00 | Cricket U12A, U12B | v St Benedict's School | A |
| | 13:00 | Cricket U15A, U14A | v Sutton Valence School | A |
| | 13:00 | Tennis U15A, U15B, U14A, U14B | v City of London Freemen's | A |
| | 14:00 | Cricket U15A, U15B | v Worth School | A |
| | 14:00 | Cricket 2nd XI, U14A, U14B | v Worth School | H |
| | 14:00 | Cricket U14C | v Dunottar School | H |
| | tbc | Cricket U15A, U13A, U12A | v bye | A |
| |
| Mon17 May2021 |
|  | 17:00 | Golf Mixed U13A | v Danes Hill School | A |
| |
| Tue18 May2021 |
| | 14:30 | Cricket U15A | v Glyn or Kingston Academy | H |
| |
| Thu20 May2021 |
| | 16:00 | Golf Mixed U18A | v Gordon's School | A |
| |
| Fri21 May2021 |
| | 14:00 | Cricket U12A | v Taunton School | H |
| | 16:30 | Cricket U14A | v Surrey School XI | H |
| | 16:30 | Netball U18A VII, U18A VII | v Reigate Grammar School | H |
| | 17:30 | Hockey Girls U15A | v Gordon's School | A |
| |
| Sat22 May2021 |
| | 09:00 | Cricket U15A | v Emanuel School | A |
| | 09:00 | Cricket U13A, U13B, U12A, U12B | v Emanuel School | H |
| | 10:00 | Cricket U12A, U12B | v Thomas's, Clapham | A |
| | 10:00 | Cricket U13A, U13B | v Thomas's, Clapham | H |
| | 11:00 | Cricket 1st XI | v King's College School (KCS), Wimbledon | A |
| | 12:00 | Cricket 2nd XI | v King's College School (KCS), Wimbledon | H |
| | 13:00 | Cricket U14A, U14B, U14C | v King's College School (KCS), Wimbledon | A |
| | 13:00 | Cricket 3rd XI, U15A, U15B | v King's College School (KCS), Wimbledon | H |
| | 14:00 | Tennis U18A, U18A, U18B, U18B, U15A, U15A, U15B, U15B | v Haileybury | A |
| | 14:00 | Tennis U14A, U14A, U14B, U14B | v Haileybury | H |
| |
| Fri28 May2021 |
| | 16:15 | Cricket 1st XI | v Dunottar School | H |
