| Thu23 Sep2021 |
|  | 15:15 | Rugby Union Boys J Colts A, U14A | v Eastbourne College | A |
| |
| Fri24 Sep2021 |
|  | 14:45 | Hockey Girls 1st XI | v Sutton Valence School | A |
| |
| Sat25 Sep2021 |
|  | 13:00 | Lacrosse U18A, U15A, U15E | v Dunottar School | H |
| | 13:00 | Lacrosse U18A, U15A, U15E | v Dunottar School | H |
| | 14:15 | Rugby Union Boys Colts B | v Ashford School | H |
| | 14:30 | Rugby Union Boys 2nd XV, J Colts B, U14B | v Ashford School | H |
| | 14:45 | Hockey Girls 1st XI, 2nd XI, 3rd XI, 4th XI | v Senior House Hockey | H |
| |
| Sun26 Sep2021 |
|  | | Rowing | Maidstone SBH | |
| |
| Tue28 Sep2021 |
|  | 15:15 | Squash 1st | v Dulwich College | A |
| | 15:15 | Squash 1st | v Tonbridge School | A |
| | 16:00 | Rugby Union Boys Colts A | v Cranbrook School | A |
| |
| Wed29 Sep2021 |
| | 16:00 | Rugby Union Boys 1st XV | v Maidstone Grammar School | H |
| |
| Thu30 Sep2021 |
| | 13:00 | Hockey Girls U14A | v U14 Tier 2 Tournament | A |
| | 15:00 | Rugby Union | v Chatham & Clarendon Grammar School Federation | H |
| |
| Sat2 Oct2021 |
| | | Rowing | Pairs Head | |
| |
| Tue5 Oct2021 |
| | 09:00 | Hockey Girls 2nd XI | v U18 Tier 4 Tournament | A |
| | 14:30 | Squash 1st , 1st | v Sevenoaks School | H |
| |
| Thu7 Oct2021 |
|  | 14:40 | Golf U18A | v Eltham College | H |
| | 16:30 | Hockey Girls U14A | v Kent College | A |
| | 16:45 | Hockey Girls U15A | v Kent College | H |
| |
| Sat9 Oct2021 |
| | | Rowing | Cambridge SBH | cambridge |
| | 13:30 | Hockey Girls 1st XI | v Kent College | H |
| | 14:00 | Hockey Girls U15A, U15B, U14A, U14B | v Junior House Hockey | H |
| | 14:15 | Rugby Union Boys 2nd XV, Colts A, Colts B, J Colts A, J Colts B, U14A, U14B | v Simon Langton Grammar School for Boys | H |
| | 14:30 | Lacrosse U18A | v Canterbury Christ Church University | H |
| | 14:30 | Rugby Union Boys 1st XV, 3rd XV | v Simon Langton Grammar School for Boys | H |
| | 14:47 | RYA Eric Twiname Team Racing Champs | Oxford |
| |
| Tue12 Oct2021 |
| | 14:30 | Rugby Union Boys 1st XV, 2nd XV, Colts A, Colts B | v Tonbridge School | A |
| |
| Thu14 Oct2021 |
| | 14:15 | Rugby Union Boys J Colts A | v Tonbridge School | H |
| | 14:30 | Rugby Union Boys J Colts B, U14A, U14B | v Tonbridge School | H |
| | 16:00 | Hockey Girls 1st XI | v EH Cup Round 3 | tbc |
| |
| Sat16 Oct2021 |
| | 00:00 | KSC V OKS | Westbere Lake |
| | 13:30 | Hockey Girls 3rd XI, U14A, U14B | v Hurstpierpoint College | A |
| | 13:30 | Hockey Girls U15A, U15B | v Hurstpierpoint College | H |
| | 14:15 | Rugby Union Boys 2nd XV, Colts A, J Colts A, J Colts B, U14A, U14B, U14C | v Sir Joseph Williamson's Mathematical School | H |
| | 14:30 | Rugby Union Boys 1st XV, J Colts C | v Sir Joseph Williamson's Mathematical School | H |
| | 14:45 | Hockey Girls 1st XI, 2nd XI | v Hurstpierpoint College | H |
| |
| Sat23 Oct2021 |
| | 00:00 | NSSA Single handed team racing | Cardiff |
