| Wed29 Jan2020 |
|  | 14:30 | Football 6th XI | v Leighton Park School | H |
| | 14:30 | Football 1st XI, 2nd XI, 3rd XI, 4th XI | v Gordon's School | A |
| | 14:30 | Football 7th XI | v Salesian College | H |
| | 14:30 | Football 5th XI | v Reddam House School | H |
|  | 14:30 | Hockey 1st XI | v Lord Wandsworth College | H |
|  | tbc | Netball 1st VII, 2nd VII, 3rd VII | v Leighton Park School | H |
| |
| Thu30 Jan2020 |
| | 15:00 | Football U12A | v Brakenhale School | H |
| |
| Fri31 Jan2020 |
| | 14:15 | Football U12A, U12B, U12C | v The Bulmershe School | A |
| |
| Sat1 Feb2020 |
| | 10:00 | Football U12A, U12B | v Claires Court School | A |
| | 10:00 | Football U15A, U15B, U14A, U14B, U13A, U13B, U12C | v Claires Court School | H |
| | 14:00 | Football U12D, U12E | v Oratory Prep School | A |
| | 14:00 | Football U13C, U13D, U13E | v Oratory Prep School | H |
| |
| Wed5 Feb2020 |
| | 14:30 | Football 7th XI | v Claires Court School | A |
| | 14:30 | Football 5th XI | v LVS Ascot (Licensed Victuallers') | A |
| | 14:30 | Football 6th XI | v Claremont Fan Court School | A |
| | 14:30 | Football 1st XI, 2nd XI, 3rd XI, 4th XI | v The Forest School, Winnersh | H |
| | 14:30 | Hockey 1st XI | v The Windsor Boys' School | A |
| | tbc | Netball 1st VII | v Claires Court School | A |
| | tbc | Netball 2nd VII, 3rd VII | v Reddam House School | A |
| |
| Thu6 Feb2020 |
| | 15:30 | Football U16A | v Waingels College | H |
| |
| Sat8 Feb2020 |
| | 10:00 | Football U15A, U15B, U14A, U14B | v Shiplake College | A |
| | 10:00 | Football U13A, U13B, U12A, U12B | v Shiplake College | H |
| |
| Wed12 Feb2020 |
| | 14:30 | Football 7th XI | v LVS Ascot (Licensed Victuallers') | A |
| | 14:30 | Football 5th XI | v Halliford School | A |
| | 14:30 | Football 6th XI | v Halliford School | H |
| | 14:30 | Football 5th XI | v Gordon's School | A |
| | 14:30 | Hockey 1st XI | v Shiplake College | H |
| | 14:30 | Netball 1st VII, 2nd VII | v Shiplake College | H |
| | tbc | Netball 3rd VII | v Claires Court School | H |
| |
| Tue25 Feb2020 |
| | 14:45 | Football U14A, U14B | v The Forest School, Winnersh | A |
| |
| Wed26 Feb2020 |
| | 14:30 | Football 6th XI | v Claires Court School | A |
| | 14:30 | Football 5th XI | v Claires Court School | H |
| | 14:30 | Football 7th XI | v Leighton Park School | H |
| | 14:45 | Football 1st XI, 2nd XI, 3rd XI, 4th XI | v Shiplake College | H |
