| Mon14 Jun2021 |
|  | 16:00 | Tennis U14A | v Trinity School, Croydon | H |
| |
| Tue15 Jun2021 |
|  | 14:00 | Cricket U15A | v The Heathland School, Hounslow | H |
| | 14:00 | Tennis U15A | v Eton College | A |
| | 14:30 | Cricket U14A | v Harrow School | H |
| |
| Wed16 Jun2021 |
| | 14:00 | Cricket U16A | v Ibstock Place School | H |
| | 14:00 | Cricket U12A | v The John Lyon School | H |
| | 14:00 | Tennis U18A | v King's College School (KCS), Wimbledon | H |
| |
| Thu17 Jun2021 |
| | 13:30 | Cricket U14A | v Forest School | H |
| | 16:30 | Tennis U14A | v King's College School (KCS), Wimbledon | A |
| | 16:45 | Tennis U12A | v King's College School (KCS), Wimbledon | A |
| |
| Fri18 Jun2021 |
| | 14:30 | Cricket U17 | v Epsom College | H |
| |
| Sat19 Jun2021 |
|  | | Rowing | Marlow Regatta | Dorney Lake |
| | | Rowing | Invitational Match Race. St George's College J15's | Hampton School BC |
| | 09:00 | Cricket U13A, U13B, U13C | v King's College School (KCS), Wimbledon | A |
| | 09:00 | Cricket 3rd XI, U12A, U12B, U12C | v King's College School (KCS), Wimbledon | H |
|  | 09:30 | Football U17A | v Cardinal Vaughan Memorial School | A |
| | 11:00 | Cricket 1st XI | v King's College School (KCS), Wimbledon | H |
| | 13:00 | Cricket 2nd XI, U14A, U14B, U14C | v King's College School (KCS), Wimbledon | A |
| | 13:00 | Cricket U15A, U15B, U15C | v King's College School (KCS), Wimbledon | H |
| |
| Mon21 Jun2021 |
| | 13:15 | Tennis U15A | v London Oratory | A |
| | 14:45 | Cricket U13B, U13C | v Ibstock Place School | H |
| |
| Tue22 Jun2021 |
| | 10:00 | Cricket U16A | v Dulwich College | H |
| | 14:30 | Tennis U12A | v St Benedict's School | H |
| | 16:30 | Football U17A | v RGS, Guildford | H |
| | 17:00 | Tennis U13A | v St Benedict's School | H |
| |
| Wed23 Jun2021 |
|  | | Athletics | Richmond Schools, Borough Athletics | Kingsmeadow |
| | 15:00 | Cricket 3rd XI | v Staff XI | H |
| |
| Thu24 Jun2021 |
| | 11:00 | Cricket 1st XI | v Old Hamptonians | H |
| | 14:00 | Cricket 2nd XI | v Harrow School | H |
| | 14:00 | Tennis U18A | v Ewell Castle School | H |
| | 16:00 | Tennis U14A | v Whitgift School | A |
| | 16:00 | Tennis U14A | v Whitgift School | tbc |
| |
| Fri25 Jun2021 |
| | 17:15 | Football | v Hampton & Richmond | H |
| |
| Sat26 Jun2021 |
| | 09:00 | Cricket U16A | v Reed's School | H |
| | 09:30 | Cricket U14B, U12B, U12C | v RGS, Guildford | A |
| | 09:30 | Cricket U13A, U13B, U13C | v RGS, Guildford | H |
| | 11:00 | Cricket 1st XI | v RGS, Guildford | H |
| | 14:00 | Cricket 2nd XI, U14A, U14C, U12A | v RGS, Guildford | A |
| | 14:00 | Cricket U15A, U15B, U15C | v RGS, Guildford | H |
| |
| Sun27 Jun2021 |
| | | Rowing | Invitational Match Race. St George's College J14's | Hampton School BC |
| |
| Tue29 Jun2021 |
| | 10:30 | Cricket 1st XI, U16A | v Harrow School | H |
| |
| Wed30 Jun2021 |
| | 11:00 | Cricket 1st XI | v Simon Langton Grammar School for Boys | H |
| |
| Thu1 Jul2021 |
| | 11:30 | Cricket 1st XI | v Eton College | A |
| | 14:00 | Cricket 3rd XI, U15A, U15B, U15C | v Eton College | A |
| | 14:00 | Cricket 2nd XI, U14A, U14B, U14C | v Eton College | H |
| |
| Sat3 Jul2021 |
| | 10:00 | Tennis U18A | v Eton College | A |
| | 14:30 | Tennis U15A | v Eton College | A |
| |
| Sun4 Jul2021 |
| | 10:00 | Tennis U18A | v Eton College | tbc |
| | 14:30 | Tennis U15A | v Eton College | A |
| |
| Mon5 Jul2021 |
| | 14:30 | Tennis U18A, U15A, U13A | v Eton College | A |
| |
| Tue6 Jul2021 |
| | 14:30 | Tennis U15A, U13A | v Eton College | A |
| |
| Sat10 Jul2021 |
| | | Rowing | Kingston Regatta | Kingston RC |
