| Tue6 Jun2023 |
|  | 14:15 | Cricket U15A XI | v Norton Knatchbull Grammar School | A |
| | 14:30 | Cricket U15A XI Girls | v Brighton College | H |
| |
| Wed7 Jun2023 |
| | 14:15 | Cricket U13A XI / Kirby 1st XI, Kirby 3rd XI, U12A XI | v Duke of York's Royal Military School | H |
| | 14:30 | Cricket U13A X Girls, U12A X | v Sevenoaks School | A |
| |
| Thu8 Jun2023 |
| | 14:30 | Cricket U14A XI | v Eltham College | A |
|  | 14:30 | Tennis U18A | v St Edmund's School, Canterbury | A |
| | 14:45 | Tennis U18A | v St Edmund's School, Canterbury | A |
| |
| Fri9 Jun2023 |
| | 16:00 | Cricket U12A XI | v Simon Langton Grammar School for Boys | A |
| | tbc | Cricket U13A XI / Kirby 1st XI | v The Harvey Grammar School | A |
| |
| Sat10 Jun2023 |
| | 14:15 | Cricket 1st XI, U14A XI, U14B XI | v Duke of York's Royal Military School | A |
| | 14:15 | Cricket U15A XI, U15B XI | v Duke of York's Royal Military School | H |
| | 14:30 | Cricket U15A XI Girls | v Sutton Valence School | A |
| | 14:30 | Cricket U14A XI Girls | v Sutton Valence School | H |
| |
| Mon12 Jun2023 |
| | 15:30 | Cricket U13A XI / Kirby 1st XI | v St Edmund's School, Canterbury | H |
| |
| Tue13 Jun2023 |
| | 14:30 | Cricket U15A XI Girls | v Ashford School | H |
| | 14:30 | Cricket U15B XI | v Dover College | A |
| |
| Wed14 Jun2023 |
| | 14:30 | Cricket U13A XI / Kirby 1st XI, U12A X Girls | v Ashford School | A |
| | 14:30 | Cricket U13A X Girls, Kirby 2nd XI, U12A XI | v Ashford School | H |
| |
| Thu15 Jun2023 |
| | 14:30 | Cricket 1st XI | v St Edmund's School, Canterbury | H |
| |
| Sat17 Jun2023 |
| | 14:30 | Cricket U14A XI Girls | v Ashford School | A |
| |
| Tue20 Jun2023 |
| | 14:30 | Cricket U15A XI, U15B XI | v St Edmund's School, Canterbury | A |
| |
| Wed21 Jun2023 |
| | 11:30 | Cricket 1st XI | v Marylebone Cricket Club (MCC) | A |
| | 14:15 | Cricket U13A X Girls, U12A X | v Northbourne Park School | A |
| | 14:30 | Cricket U13A XI / Kirby 1st XI, Kirby 2nd XI, Kirby 3rd XI | v Sutton Valence School | A |
| |
| Sat24 Jun2023 |
| | 14:00 | Cricket U15A XI, U14A XI | v Kent College | A |
| | 14:00 | Cricket U15A XI Girls, U14A XI | v The King's School, Canterbury | A |
| |
| Sun25 Jun2023 |
| | 11:00 | Cricket 1st XI | v Old Lawrentian's XI | H |
| |
| Mon26 Jun2023 |
| | 11:00 | Cricket 1st XI | v Simon Langton Grammar School for Boys | H |
| |
| Tue27 Jun2023 |
| | 11:00 | Cricket 1st XI | v Langley Park School for Boys | H |
| | 14:00 | Cricket 1st XI Girls | v The King's School, Canterbury | H |
| | 14:15 | Cricket U15B XI | v Dane Court Grammar School | A |
| |
| Wed28 Jun2023 |
| | 11:30 | Cricket 1st XI | v Band of Brothers | H |
| | 14:00 | Cricket U12A XI | v St Lawrence College Junior School | H |
| |
| Thu29 Jun2023 |
| | 11:00 | Cricket 1st XI Girls | v Sevenoaks School | H |
| | 11:00 | Cricket 1st XI | v The Canterbury Academy | H |
