| Thu24 Jun2021 |
|  | 14:00 | Cricket U15A, U15B, U14A, U14B | v Bishop's Stortford College | A |
| | 14:15 | Cricket Boys 1st XI, U14A, U14B | v Eton College | A |
| | 14:15 | Cricket Boys 2nd XI, U15A, U15B | v Eton College | H |
|  | 16:00 | Golf Mixed U18F | v Brentwood School | A |
| |
| Sat26 Jun2021 |
| | 12:15 | Cricket U14B | v Chigwell School | A |
| | 12:15 | Cricket U14A | v Chigwell School | H |
| | 13:00 | Cricket 1st XI Girls | v Hertfordshire | H |
| | 13:15 | Cricket U15A, U15B | v Chigwell School | A |
| | 14:00 | Cricket U15A | v Hertfordshire CCC | H |
| | tbc | Cricket Boys 1st XI, 2nd XI, 3rd XI | v Oakham School | tbc |
| | tbc | Cricket Boys 1st XI, 2nd XI, 3rd XI | v Oakham School | tbc |
|  | tbc | Tennis Mixed 1st, U15A, U14A | v Cranleigh, Epsom, Sevenoaks, Wellington Tournament | A |
| |
| Mon28 Jun2021 |
| | 11:00 | Cricket U14A | v Cheltenham College | H |
| | 11:30 | Cricket Boys 1st XI | v The Leys School | A |
| |
| Tue29 Jun2021 |
| | 10:00 | Cricket U14A | v Stowe | H |
| |
| Wed30 Jun2021 |
| | 10:00 | Cricket U14A | v St Joseph's Ipswich | H |
| | 11:30 | Cricket Boys 1st XI | v Cheltenham College | H |
| | 14:30 | Cricket U12 | v Aldenham School | H |
| |
| Thu1 Jul2021 |
| | 10:00 | Golf Mixed U18H | v HMC Foursomes National Finals | A |
| | 11:00 | Cricket Boys 1st XI | v Cheltenham College | H |
| |
| Fri2 Jul2021 |
| | 14:30 | Golf Mixed U18H | v HMC Foursomes National Finals | A |
| | 14:30 | Golf Mixed U18F | v National Finals HMC Foursomes | tbc |
| | tbc | Cricket U15A | v Berkhamsted 6's | A |
| |
| Sat3 Jul2021 |
| | 11:00 | Cricket Boys 1st XI, 1st XI Girls | v MCC | H |
