| Tue6 Jun2023 |
|  | 09:00 | Cricket U11A | v Girls U11 T10 Cricket Festival | A |
| | 14:15 | Cricket U15A, U14A, U14A | v King Edward VI, Southampton | A |
|  | 15:30 | Tennis U15A, U15A | v Thornden School | H |
| | 16:15 | Cricket U14A | v Mayville High School | H |
| |
| Wed7 Jun2023 |
|  | 11:30 | Athletics Yr 9 and 10 mixed | v ESAA regional B final | A |
| | 14:00 | Cricket U10A, U10B | v Boundary Oak School | H |
| | 14:30 | Athletics Yr 7 and 8 mixed | v ESAA regional B final | A |
| |
| Thu8 Jun2023 |
| | 14:00 | Cricket U9A, U9B, U9C | v Prince's Mead School | A |
| | 14:00 | Cricket U8B, U8C | v Prince's Mead School | H |
| | 14:15 | Cricket U8A | v Prince's Mead School | H |
| |
| Sat10 Jun2023 |
| | 09:30 | Cricket U14A, U14B | v Seaford College | A |
| | 09:30 | Cricket U15A | v Seaford College | H |
| | 09:30 | Cricket U13A, U13B, U12A, U12B, U12C | v St Swithun's School | H |
| | 09:30 | Cricket U12B | v Embley | A |
| | 09:30 | Cricket U13B | v Embley | H |
| | 10:00 | Athletics Sixth form mixed, Yr 10 and 11 mixed, Yr 8 and 9 mixed | v Hampshire Schools | A |
| | 11:30 | Cricket 1st XI | v Dauntsey's School | A |
| | 13:30 | Cricket U15A, U15B, U13A, U12A | v Dauntsey's School | A |
| | 14:00 | Cricket 2nd XI, U14A, U14B | v Dauntsey's School | H |
| |
| Mon12 Jun2023 |
| | 09:15 | Cricket U11A | v Boys U11 Hampshire Cricket Tournament | H |
| |
| Tue13 Jun2023 |
| | 15:00 | Tennis U15A, U15A | v Churcher's College | H |
| | 16:15 | Cricket U15B | v Mayville High School | H |
| |
| Wed14 Jun2023 |
| | 14:00 | Cricket Mixed U11A | v Kingscourt School | A |
| | 14:30 | Tennis Mixed U18A | v Ryde School with Upper Chine | A |
| | tbc | Cricket Mixed U10A | v West Hill Park School | A |
| |
| Thu15 Jun2023 |
| | 14:30 | Cricket Mixed U9A | v Ryde School with Upper Chine | A |
| | 14:30 | Cricket Mixed U8A | v Ryde School with Upper Chine | H |
| |
| Sat17 Jun2023 |
| | 09:00 | Cricket U13B, U13C | v Internal training match | H |
| | 09:30 | Cricket U12A, U12B | v Portsmouth High School for Girls | H |
| | 09:30 | Cricket U15A, U15A, U14A, U14B, U14B, U13A | v Embley | A |
| | 09:30 | Cricket U14A, U13A, U13B, U13C, U12A | v Embley | H |
| | 09:30 | Cricket U15A, U15A, U14A, U14B, U14B, U13A | v Embley | A |
| | 14:30 | Athletics Sixth form mixed, Yr 10 and 11 mixed, Yr 8 and 9 mixed | v Marlborough College | A |
| |
| Mon19 Jun2023 |
| | 14:15 | Cricket U13B | v Mayville High School | H |
| |
| Tue20 Jun2023 |
| | 14:15 | Cricket U15A, U15B | v Ryde School with Upper Chine | H |
| | 16:10 | Cricket U14A | v Portsmouth High School for Girls | A |
| |
| Wed21 Jun2023 |
| | 11:30 | Cricket 1st XI | v Marylebone Cricket Club (MCC) | H |
| | 14:00 | Athletics Yr 8 and 9 mixed, Yr 7 mixed | v Dauntsey's School | A |
| | 14:30 | Tennis Mixed U18A | v Churcher's College | A |
| |
| Thu22 Jun2023 |
| | 13:00 | Cricket 1st XI | v Ryde School with Upper Chine | A |
| | 16:10 | Cricket U15A | v Portsmouth High School for Girls | A |
| |
| Fri23 Jun2023 |
| | 14:15 | Cricket U14A | v Ryde School with Upper Chine | A |
| | 14:15 | Cricket U14B | v Mayville High School | H |
| | 16:15 | Tennis U15A, U15A, U14A, U14A, U13A, U13A, U12A, U12A | v Perins School | H |
| |
| Sat24 Jun2023 |
| | 09:30 | Cricket U13A, U13B, U12A, U12B | v Portsmouth High School for Girls | H |
| | 11:30 | Cricket 1st XI | v Charterhouse | A |
| | 13:45 | Cricket U15A, U14A, U14A, U14B | v Charterhouse | A |
| | 13:45 | Cricket U13A, U13B | v Charterhouse | A |
| | 14:15 | Cricket U15C, U14B | v Charterhouse | A |
| | 14:15 | Cricket U15A, U15B | v Charterhouse | H |
| | 14:30 | Cricket 2nd XI | v Charterhouse | A |
| |
| Tue27 Jun2023 |
| | 14:00 | Cricket U15A | v Bedales School | A |
| |
| Wed28 Jun2023 |
| | 14:00 | Cricket U13A, U13A, U13B, U13B | v Leicester Grammar School Trust | H |
| | 14:30 | Cricket 1st XI | v Gordon's School | A |
| |
| Fri30 Jun2023 |
| | 16:30 | Cricket 1st XI | v Old Portmuthian XI | H |
| |
| Sat1 Jul2023 |
| | 09:15 | Cricket U13A, U13A, U13B, U13B | v King Edward's Witley | A |
| | 09:15 | Cricket U15A, U14A, U14A, U14B, U13C | v King Edward's Witley | H |
| | 09:30 | Cricket U12A, U12A, U12B, U12B | v Ryde School with Upper Chine | A |
| | 13:30 | Cricket U15A, U15B | v King Edward's Witley | A |
