| Sat15 May2021 |
|  | 11:00 | Cricket 2nd XI, U14A | v Caterham School | H |
| | 11:00 | Cricket U14B | v Caterham School | A |
| | 12:00 | Cricket U18A, U15A, U15B | v Caterham School | A |
|  | 13:00 | Tennis U14A | v Worth School | A |
| | 13:00 | Tennis U16A, U15A, U14A | v Worth School | H |
| | 13:15 | Tennis U18A, U15A | v Worth School | A |
|  | 13:30 | Athletics Senior Mixed Team U18A, U17A, U15A | v SISDL 2nd Round | A |
| | 13:30 | Tennis U18A | v Worth School | H |
|  | 14:00 | Football 1st XI Girls, U15A | v Lancing College | H |
| | 14:30 | Football 1st XI Girls | v Christ's Hospital | H |
| |
| Sun16 May2021 |
| | 13:00 | Cricket U18A | v Master Class Day | H |
| |
| Mon17 May2021 |
| | 17:15 | Football U15A | v Bede's School | H |
|  | 17:15 | Hockey Girls U15A | v Bede's School | H |
| |
| Tue18 May2021 |
| | 14:00 | Cricket U15A | v Lancing College | A |
| | 14:30 | Football U15A | v Bede's School | A |
| |
| Wed19 May2021 |
| | 14:00 | Football U11A | v Handcross Park School | A |
| | 14:00 | Football U13B, U13C, U12A, U9A, U8A | v Handcross Park School | H |
| | 14:30 | Cricket U9A, U8A | v Hurstpierpoint College | A |
| | 14:30 | Cricket U12C | v Hurstpierpoint College | H |
| | 14:30 | Cricket U13A, U13B, U13C, U13D, U13E | v St Andrew's Prep, Eastbourne | A |
| | 14:30 | Cricket U11A, U11B, U11C | v St Andrew's Prep, Eastbourne | H |
| | 14:30 | Football U11B, U11C | v Handcross Park School | A |
| |
| Thu20 May2021 |
| | 14:15 | Cricket U18A | v Brighton College | A |
| | 14:15 | Cricket 2nd XI | v Brighton College | H |
| |
| Fri21 May2021 |
|  | 16:30 | Swimming Mixed U11A | v Hurstpierpoint College | A |
| |
| Sat22 May2021 |
| | 10:00 | Tennis U18A, U15A, U14A | v Roedean School | H |
| | 10:00 | Tennis U18A, U15A, U14A | v Roedean School | H |
| | 11:00 | Cricket U18A, U14A, U14B | v Hurstpierpoint College | A |
| | 11:00 | Cricket 2nd XI, U15A, U15B | v Hurstpierpoint College | H |
| | 14:00 | Athletics Senior Mixed Team U18A, U17A, U15A | v SISDL 3rd Round | A |
| | 14:00 | Football 1st XI Girls, U15A | v Lancing College | H |
| | 14:00 | Football 1st XI Girls, U15A | v Bede's School | H |
| | 14:00 | Football 1st XI Girls, U15A | v Bede's School | H |
| |
| Mon24 May2021 |
| | 18:15 | Football U15A | v Worth School | A |
| |
| Tue25 May2021 |
| | 14:15 | Cricket U15A | v Epsom College | A |
| |
| Wed26 May2021 |
| | 14:00 | Football U9A, U8A | v Hazelwood School | H |
| | 14:00 | Football U13A, U13B, U13C | v Hazelwood School | tbc |
| | 14:30 | Cricket U11A, U11B, U11C, U10C | v The Hawthorns School | A |
| | 14:30 | Cricket U13A, U13B, U13C, U10A, U10B | v The Hawthorns School | H |
| |
| Thu27 May2021 |
| | 11:00 | Cricket U18A | v Sussex Martlets | H |
| | 14:30 | Swimming 1st | v Hurstpierpoint College | tbc |
| | 14:35 | Football 1st XI Girls | v Worth School | H |
| |
| Mon7 Jun2021 |
| | 17:45 | Swimming Mixed U13A, U12A, U11A, U10A | v Hurstpierpoint College | H |
| |
| Tue8 Jun2021 |
| | 11:00 | Cricket U18A | v MCC | H |
| | 14:15 | Cricket U14A | v Brighton College | A |
| |
| Sat12 Jun2021 |
| | 09:00 | Athletics Mixed U15A | v Sussex Schools Championships | A |
| | 09:30 | Athletics Senior Mixed Team U18A, U17A | v Sussex Schools Championships | A |
| | 10:00 | Tennis U15A, U15A, U14A, U14A | v Brighton College | A |
| | 10:00 | Tennis U18A, U18A | v Brighton College | H |
| | 10:30 | Cricket U18A, 2nd XI, U15A, U15B, U14A, U14B | v House Matches | H |
| |
| Sun13 Jun2021 |
| | 11:00 | Cricket U18A | v OAs | H |
