| Wed24 Apr2019 |
|  | 14:00 | Cricket U13A, U12A | v King's Hall | H |
| | 14:00 | Cricket 1st XI | v South Gloucestershire and Stroud College (SGS) | H |
| |
| Sat27 Apr2019 |
| | 13:00 | Cricket U12A, U12B | v Taunton Preparatory School | A |
| | 13:30 | Cricket U12A, U12B, U12M | v Taunton Preparatory School | A |
| | 13:30 | Cricket U13A, U13A, U13B, U13B, U13M | v Taunton Preparatory School | H |
|  | 13:30 | Tennis U15A, U15B | v Millfield School | A |
| | 14:00 | Cricket 2nd XI, 3rd XI, U14A, U14B | v Taunton School | A |
| | 14:00 | Cricket 1st XI, U15A, U15B | v Taunton School | H |
|  | 14:00 | Swimming Mixed U18A, U16A | v Sherborne School | A |
| |
| Mon29 Apr2019 |
| | 15:50 | Cricket U13A | v Uffculme School | H |
| | 16:15 | Tennis U13A | v West Buckland School | H |
| |
| Wed1 May2019 |
| | 11:30 | Cricket 1st XI | v MCC | H |
| | 13:30 | Cricket SH 1st XI | v Truro School | A |
| | 15:30 | Tennis 1st , 2nd , 3rd | v West Buckland School | A |
| | 16:15 | Tennis 1st , 2nd | v Queen's College, Taunton | A |
| |
| Thu2 May2019 |
| | 16:00 | Tennis U15A, U13A | v West Buckland School | A |
| |
| Sat4 May2019 |
| | 13:00 | Cricket 1st XI | v King's School Bruton | A |
| | 14:00 | Cricket U15A, U15B | v King's School Bruton | A |
| | 14:00 | Cricket 2nd XI, 3rd XI, U14A | v King's School Bruton | H |
| | 14:00 | Cricket U12A, U12B | v Millfield Preparatory School | A |
| | 14:00 | Tennis U15A, U14A | v West Buckland School | A |
| |
| Tue7 May2019 |
| | 16:00 | Cricket 1st XI | v Mount Kelly | H |
| |
| Wed8 May2019 |
| | 16:00 | Swimming Mixed U15A, U13A | v Exeter School | A |
| | 17:00 | Tennis 1st , 2nd | v West Buckland School | A |
| | tbc | Tennis 1st , 2nd , 3rd , U15A, U14A | v King's College, Taunton | H |
| |
| Thu9 May2019 |
| | 17:30 | Tennis 1st , 2nd , U15A | v Sherborne Girls | A |
| | 17:45 | Tennis U15B, U14A, U14B | v Sherborne Girls | H |
| |
| Sat11 May2019 |
| | 10:30 | Tennis U13A, U13B, U12A, U12B | v Wells Cathedral School | A |
| | 11:30 | Cricket 1st XI | v Queen's College, Taunton | H |
| | 13:30 | Tennis 1st , 2nd , 3rd | v Queen's College, Taunton | A |
| | 13:30 | Tennis U15A, U15B, U14A, U14B | v Queen's College, Taunton | H |
| | 14:00 | Cricket 2nd XI, U15A, U14A, U13A | v Queen's College, Taunton | A |
| | 14:00 | Cricket U15B, U13B, U12A | v Queen's College, Taunton | H |
| | 14:30 | Swimming Mixed U18A | v King's College, Taunton | A |
| | 14:30 | Tennis 3rd | v Sherborne School | A |
| | 14:30 | Tennis U16B | v Sherborne School | H |
| | 15:00 | Swimming Mixed U16A | v King's College, Taunton | A |
| |
| Wed15 May2019 |
| | 13:30 | Cricket 1st XI | v Devon Dumplings CC | H |
| |
| Sat18 May2019 |
| | 13:30 | Cricket 1st XI | v Downside School | H |
| | 14:00 | Cricket 2nd XI, U15A | v Downside School | A |
| | 14:00 | Cricket U14A | v Downside School | H |
| | 14:00 | Tennis 1st , 2nd , 3rd , U15A, U15A, U14A, U14B | v Downside School | H |
| |
| Wed22 May2019 |
| | 14:00 | Cricket U13C, U12B, U12C | v Millfield Preparatory School | H |
| | 16:15 | Swimming Mixed U18A, U16A | v Taunton School | tbc |
| | tbc | Tennis 1st , 2nd , U15A | v King's College, Taunton | H |
