| Tue17 Sep2019 |
|  | 13:00 | Hockey Girls U15A | v Country Tournament (7a-side) | A |
| |
| Wed18 Sep2019 |
|  | 14:00 | Football | v Homewood School & Sixth Form Centre | A |
| | 14:00 | Football 2nd XI | v Queen Elizabeth's Grammar School | H |
| | 16:30 | Hockey Girls 1st XI | v St Lawrence College | A |
| |
| Thu19 Sep2019 |
|  | 15:00 | Rugby Union U15A | v Simon Langton Grammar School for Boys | H |
| | 16:00 | Hockey Girls U15A | v Simon Langton Girls Grammar School | H |
| |
| Fri20 Sep2019 |
| | 13:30 | Hockey Girls U13A | v Sevenoaks School U13 Girls Hockey Tournament | A |
| | 15:00 | Hockey Girls U12A, U12B | v St Lawrence College | A |
| |
| Sat21 Sep2019 |
| | 10:00 | Rugby Union U13A, U13B, U12A, U12B | v Gravesend Grammar School for Boys | A |
| | 10:00 | Rugby Union 1st XV, U15A, U14A | v Gravesend Grammar School for Boys | H |
| | 14:15 | Hockey Girls U15A | v St Lawrence College | A |
| |
| Mon23 Sep2019 |
| | 16:30 | Hockey Girls U14A | v Simon Langton Girls Grammar School | H |
| |
| Tue24 Sep2019 |
| | 16:30 | Hockey Girls U12A, U12B | v Simon Langton Girls Grammar School | H |
| | 16:45 | Hockey Girls 1st XI, 1st XI | v The King's School, Canterbury | A |
| |
| Wed25 Sep2019 |
| | 14:00 | Football 1st XI | v The Howard School | H |
| | 16:00 | Rugby Union 1st XV | v St Lawrence College | A |
| | 16:15 | Rugby Union 1st XV | v St Lawrence College | A |
| |
| Thu26 Sep2019 |
| | 16:00 | Football 1st XI | v St Edmund's School, Canterbury | A |
| | 16:00 | Football 2nd XI | v St Edmund's School, Canterbury | H |
| | 16:30 | Football U13A | v The Harvey Grammar School | H |
| |
| Sat28 Sep2019 |
| | 12:30 | Hockey Girls U15A, U14A | v Sutton Valence School | A |
| | 13:15 | Hockey Girls 1st XI | v Sutton Valence School | H |
| | 14:00 | Rugby Union U15A, U14A | v Duke of York's Royal Military School | A |
| |
| Mon30 Sep2019 |
| | tbc | Rugby Union U14B | v St James Senior Boys' School | A |
| |
| Wed2 Oct2019 |
| | 14:00 | Football 1st XI | v Bishop Challoner School, Bromley | H |
| | 14:00 | Rugby Union 1st XV | v Duke of York's Royal Military School | H |
| | 14:30 | Rugby Union 1st XV | v Duke of York's Royal Military School | H |
| |
| Thu3 Oct2019 |
| | 16:20 | Football U13A | v Folkestone Academy | H |
| | tbc | Hockey Girls U14A | v County Tournament | A |
| |
| Fri4 Oct2019 |
| | 14:00 | Rugby Union U13A, U12A, U12B | v Duke of York's Royal Military School | A |
|  | 17:30 | Basketball U19A | v Northfleet Technology College | H |
| |
| Sat5 Oct2019 |
| | 10:00 | Rugby Union U13A, U12A, U12B | v Colfes | A |
| |
| Tue8 Oct2019 |
| | 14:30 | Rugby Union U15A, U15B | v Ashford School | A |
| |
| Wed9 Oct2019 |
| | 14:00 | Football 1st XI | v Bennett Memorial Diocesan School | H |
| |
| Thu10 Oct2019 |
| | 16:00 | Rugby Union 1st XV | v Ashford School | H |
| | 16:30 | Rugby Union 2nd XV | v Ashford School | H |
| |
| Fri11 Oct2019 |
| | 15:15 | Rugby Union U13B, U12A | v Ashford School | A |
| |
| Sat12 Oct2019 |
| | 09:30 | Hockey Girls U13A, U13B, U13C, U13C | v Ashford School | H |
| | 09:30 | Rugby Union U15A, U14A, U13A | v Ashford School | A |
| | 09:30 | Rugby Union 1st XV | v Ashford School | H |
| |
| Mon14 Oct2019 |
| | 16:15 | Rugby Union U14A | v Simon Langton Grammar School for Boys | A |
| |
| Tue15 Oct2019 |
| | 15:00 | Hockey Girls U13A, U13B | v Sir Roger Manwood's School | H |
| | 16:15 | Rugby Union U13A | v Simon Langton Grammar School for Boys | H |
| |
| Wed16 Oct2019 |
| | 14:00 | Football 1st XI | v Spires Academy | A |
| | 14:00 | Rugby Union 1st XV, U16A | v Simon Langton Grammar School for Boys | A |
| | 14:30 | Hockey Girls 1st XI | v Sir Roger Manwood's School | H |
| | 16:45 | Hockey Girls U12A, U12B | v Sir Roger Manwood's School | H |
