| Fri14 May2021 |
|  | 14:30 | Cricket U14A, U14B, U14C | v King's College School (KCS), Wimbledon | H |
| | tbc | Cricket U15A, U15A | v bye | A |
| |
| Sat15 May2021 |
| | 08:45 | Cricket Mixed U15A | v Ibstock Place | H |
| | 09:00 | Cricket U13A, U13B, U12A, U12B, U12C, U12C | v St George's Weybridge | A |
| | 09:00 | Cricket U13A, U13B, U12A, U12B, U12C, U12C | v St George's Weybridge | A |
| | 09:00 | Cricket U15A, U14A, U14B | v St George's Weybridge | H |
| | 09:00 | Cricket U15A, U14A, U14B | v St George's Weybridge | H |
| | 09:00 | Cricket U15A | v St George's Weybridge | tbc |
| | 09:30 | Cricket U16A | v Reigate Grammar School | H |
| | tbc | Cricket U15A, U15A, U14A, U13A, U12A | v bye | A |
| |
| Mon17 May2021 |
| | 14:15 | Cricket U13B | v Rutlish School | A |
| |
| Tue18 May2021 |
| | 14:15 | Cricket U12B | v Rutlish School | A |
| | 14:15 | Cricket U12A | v Rutlish School | H |
| |
| Wed19 May2021 |
| | 14:30 | Cricket 1st XI | v Tiffin School | H |
| | 14:30 | Cricket U16A | v The John Lyon School | A |
| |
| Thu20 May2021 |
| | 14:15 | Cricket U15B | v Rutlish School | A |
| | 14:15 | Cricket U15A | v Rutlish School | H |
| | 14:30 | Cricket 1st XI Girls, U15A | v Bradfield College | A |
| | 14:30 | Cricket 1st XI Girls, U15A | v Bradfield College | A |
|  | 16:00 | Athletics Mixed U14A | v Claremont Fan Court School | A |
| |
| Fri21 May2021 |
| | 16:30 | Cricket 1st XI, 1st XI Girls, U14A, U14B | v Kingston Grammar School | A |
| | 16:30 | Cricket U14A, U14B | v Kingston Grammar School | H |
| | 17:30 | Cricket 2nd XI | v Welton Warriors | H |
| |
| Sat22 May2021 |
| | 09:00 | Cricket Mixed U15A | v Intra School/ GCSE | H |
| | 09:00 | Cricket U15A, U15A, U15B, U15B, U13A, U13A, U13B, U13B, U12A, U12A, U12B, U12B | v Kingston Grammar School | tbc |
| |
| Mon24 May2021 |
| | 14:30 | Cricket U13A, U13B, U13C | v Tower House School | H |
| |
| Tue25 May2021 |
| | 15:30 | Cricket U10A, U10B, U10C | v Tower House School | H |
| | 16:00 | Cricket U15A | v Surbiton High School | H |
| |
| Wed26 May2021 |
| | 13:30 | Cricket U11A | v Surrey Starburst Festival | H |
| | 15:30 | Cricket U11A | v Emanuel School | A |
| | 16:00 | Cricket U12A, U12A | v Emanuel School | A |
| |
| Thu27 May2021 |
| | 14:15 | Cricket U15A | v Emanuel School | A |
| | 14:30 | Cricket U15A | v King's College School (KCS), Wimbledon | A |
| | 14:30 | Cricket U15B, U15C | v King's College School (KCS), Wimbledon | H |
| | 14:30 | Cricket U15B, U15C | v King's College School (KCS), Wimbledon | H |
| | 14:30 | Cricket U15A | v Alleyn's School | A |
| | 16:00 | Cricket U14A, U14A | v Emanuel School | A |
| |
| Fri28 May2021 |
| | 14:15 | Cricket U14B | v Rutlish School | A |
| | 14:15 | Cricket U14A | v Rutlish School | H |
| | 17:00 | Cricket 1st XI | v Roehampton CC | tbc |
| |
| Sat29 May2021 |
| | tbc | Cricket U14A | v Whitgift School | A |
| | tbc | Cricket U15A | v Kingsdale Foundation School | tbc |
| |
| Mon7 Jun2021 |
| | 16:15 | Cricket U12B, U12C, U12D | v The Harrodian School | A |
| | 16:15 | Cricket U12A, U12A, U12B, U12C, U12D | v The Harrodian School | H |
| |
| Tue8 Jun2021 |
| | 16:15 | Cricket U11A, U11A, U11B, U11B, U10A, U10A, U10B, U10B | v The Harrodian School | A |
| |
| Wed9 Jun2021 |
| | 14:00 | Cricket 2nd XI | v Ernest Bevin College | H |
| | 14:30 | Cricket 1st XI | v St James Senior Boys' School | A |
| |
| Thu10 Jun2021 |
| | 14:30 | Cricket U15C, U15D | v The Harrodian School | A |
| | 14:30 | Cricket U15A, U15A, U15B, U15B, U15C, U15D | v The Harrodian School | H |
| | 16:00 | Athletics Mixed U12A | v Claremont Fan Court School | A |
| |
| Fri11 Jun2021 |
|  | 09:00 | Swimming | v Bath & Otter Cup | A |
| | 14:15 | Cricket U14B, U14C, U14D | v The Harrodian School | A |
| | 14:15 | Cricket U14A, U14A, U14B, U14C, U14D | v The Harrodian School | H |
|  | 17:30 | Hockey 1st XI | v Emanuel School | A |
| |
| Sat12 Jun2021 |
| | 09:00 | Cricket U15A, U15B, U14A, U13A, U13B, U12B | v Dunottar School | tbc |
| | 09:30 | Cricket U13A, U12A | v Epsom College | A |
