| Fri29 May2020 |
| | 10:00 | RGS Cricket Camp | Hartswood / RGS & RSM Sports Halls (wet weather alternative) |
| |
| Mon1 Jun2020 |
|  | 16:15 | Golf U18A | v RGS Staff | H |
| |
| Wed3 Jun2020 |
|  | 12:00 | Athletics | U12 Districts | Hartswood, RGS |
| |
| Fri5 Jun2020 |
|  | 16:00 | Swimming U15A, U15A, U14A, U14A, U13A, U13A, U12A, U12A | v Individual Swimming Cup | H |
|  | 18:00 | Cricket 1st XI Boys | v Old Reigatians | H |
| |
| Sat6 Jun2020 |
| | | Athletics | County Athletics | Kingsmeadow track, Kingston |
| | 09:30 | Cricket U13A, U12A | v Hurstpierpoint College | A |
| | 09:30 | Cricket U14A, U14B, U13A, U13B | v Wilson's School | A |
| | 09:30 | Cricket U15A, U15B, U12A, U12B | v Wilson's School | H |
| | 13:00 | Cricket U15A | v Hurstpierpoint College | H |
| |
| Mon8 Jun2020 |
| | 17:00 | Golf U18A | v RGS Staff v Charterhouse | H |
| |
| Wed10 Jun2020 |
|  | 11:00 | Football U15A | v tbc | A |
| |
| Fri12 Jun2020 |
| | 16:30 | Golf U18A | v RGS Staff v Parents | H |
| |
| Sat13 Jun2020 |
| | 09:30 | Cricket U12A, U12B | v RGS, Guildford | A |
| | 09:30 | Cricket U13A, U13B | v RGS, Guildford | H |
| | 10:00 | Cricket U15B | v King's College School (KCS), Wimbledon | A |
| | 10:00 | Cricket 2nd XI, U14B | v King's College School (KCS), Wimbledon | H |
| | 10:00 | Cricket U13A, U12A | v St John's School, Leatherhead | A |
| | 10:00 | Cricket U15A | v St John's School, Leatherhead | H |
| | 11:30 | Cricket 1st XI Boys | v King's College School (KCS), Wimbledon | A |
| | 13:30 | Cricket U15A | v King's College School (KCS), Wimbledon | A |
| | 13:30 | Cricket U14A | v King's College School (KCS), Wimbledon | H |
| |
| Tue16 Jun2020 |
| | 10:00 | RGS Cricket 6s Tournament - U10 Boys & U13 Girls | Hartswood |
|  | 11:00 | Cricket Sixes U13A | v Emanuel School | A |
| | 11:30 | Athletics | U13 Districts | Caterham |
| | 11:45 | Cricket Sixes U13A | v St John's School, Leatherhead | A |
| |
| Wed17 Jun2020 |
| | | Athletics | Regional Round Track and Field Cup | |
| |
| Thu18 Jun2020 |
| | 11:30 | Cricket 1st XI Boys | v Marylebone Cricket Club (MCC) | H |
| | 11:30 | Athletics | U13 Districts reserve date | |
| | 14:30 | Golf U18A | v Cranleigh School | H |
| | 15:15 | Golf Mixed U15A | v Cranleigh School | A |
| |
| Fri19 Jun2020 |
| | 16:30 | Cricket - Headmaster's XI vs Foundation XI | Hartswood |
| | 17:00 | Golf U18A | v RGS Staff v Eltham | H |
| |
| Sat20 Jun2020 |
| | 09:30 | Cricket 2nd XI, U14B, U13B | v Caterham School | A |
| | 09:30 | Cricket U15B, U12B | v Caterham School | H |
| | 09:30 | Cricket U15A | v Emanuel School | A |
| | 09:30 | Cricket U13A, U12A | v Emanuel School | H |
| | 11:30 | Cricket 1st XI Boys | v Caterham School | H |
| | 13:30 | Cricket U14A, U13A | v Caterham School | A |
| | 13:30 | Cricket U15A, U12A | v Caterham School | H |
| |
| Mon22 Jun2020 |
| | 10:00 | RGS Cricket 6s Tournament - U12 Boys | Hartswood |
| | 11:45 | Cricket Sixes U12A | v St John's School, Leatherhead | A |
| | 12:30 | Cricket Sixes U12A | v St Benedict's School | A |
| |
| Tue23 Jun2020 |
| | 10:00 | RGS Cricket 6s Tournament - U13 Boys | Hartswood |
| | 11:00 | Cricket Sixes U13A | v Howard Of Effingham School | A |
| | 11:45 | Cricket Sixes U13A | v St John's School, Leatherhead | A |
