| Mon10 May2021 |
|  | 14:45 | Cricket TPS U9, TPS U8 | v King's Hall | A |
| | 14:45 | Cricket TPS U9A, TPS U8A | v King's Hall | H |
| | 16:15 | Cricket TPS Boys 1st XI | v Queen's College, Taunton | A |
|  | 16:30 | Hockey Boys U15A | v King's College, Taunton | A |
| |
| Tue11 May2021 |
| | 15:30 | Cricket 1st XI | v Millfield School | A |
| | 15:30 | Cricket 2nd XI | v Millfield School | H |
| |
| Wed12 May2021 |
| | 14:00 | Cricket TPS U13B, TPS 2nd XI, TPS U11A, TPS U11B | v King's Hall | A |
| | 14:00 | Cricket TPS Boys 1st XI, TPS U13C, TPS U12B, TPS U10A, TPS U10B | v King's Hall | H |
| | 14:00 | Cricket TPS Boys u12 u13 | v King's Hall | tbc |
| | 14:30 | Cricket TPS U13A, TPS U13B, TPS U10A | v Clifton College Prep | A |
| | 14:30 | Cricket TPS U12A, TPS U11A | v Clifton College Prep | H |
|  | 14:30 | Tennis U10 | v Clifton College Prep | A |
| | 14:30 | Tennis U13A, U12A, U11 | v Clifton College Prep | H |
|  | 16:30 | Football 1st XI | v King's College, Taunton | H |
| |
| Thu13 May2021 |
| | 13:00 | Cricket 1st XI | v Marylebone Cricket Club (MCC) | H |
|  | 14:00 | Clay Pigeon Shooting 1st | v Millfield School | A |
| |
| Fri14 May2021 |
| | 15:30 | Tennis U13A, U12A | v King's Hall | H |
| |
| Sat15 May2021 |
|  | 08:00 | Equestrian U18A | v Eventer's Challenge, King's Sedgemoor | A |
| | 11:30 | Cricket 1st XI | v Clifton College | H |
|  | 13:00 | Athletics Mixed U11A, U10A | v Millfield Preparatory School | A |
| | 14:00 | Athletics Mixed U13A, U12A | v Millfield Preparatory School | H |
| | 14:00 | Cricket 2nd XI, U15A, U15B | v Clifton College | A |
| | 14:00 | Cricket 3rd XI, U14A, U14B, U14C | v Clifton College | H |
| | 14:00 | Tennis U18A, U18B | v Blundell's School | A |
| | 14:00 | Tennis U15B, U14A | v King's College, Taunton | A |
| | 14:00 | Tennis U18A, U18B, U18C, U15A, U14B | v King's College, Taunton | H |
| |
| Mon17 May2021 |
| | 13:15 | Cricket U14A | v Sir Thomas Rich's School | A |
| | 14:30 | Athletics Mixed U8 | v King's Hall | A |
| | 14:30 | Athletics Mixed U9 | v King's Hall | H |
| | 16:15 | Cricket TPS U11A | v Queen's College Junior School | H |
| | 16:30 | Hockey Girls U15A | v King's College, Taunton | A |
| |
| Tue18 May2021 |
| | 15:30 | Tennis U18A | v Kings College Taunton | H |
| | 15:45 | Athletics | Taunton Schools | The Castle School, Somerset, TA1 5AU |
| | 16:00 | Cricket U15A | v Queen's College, Taunton | A |
| | 17:00 | Hockey Boys 1st XI | v Canford School | A |
| |
| Wed19 May2021 |
| | 13:45 | Cricket TPS U10A, TPS U10B | v Wellington School | A |
| | 13:45 | Cricket TPS U11A, TPS U11B, TPS U10A | v Wellington School | H |
| | 14:00 | Cricket TPS U11A, TPS U11B, TPS U10A, TPS U10B | v King's Hall | A |
| | 14:00 | Cricket TPS U13A, TPS U13B, TPS U12A, TPS U12B | v King's Hall | H |
| | 15:45 | Athletics | Taunton Schools | The Castle School, Somerset, TA1 5AU |
|  | 17:00 | Netball 2nd VII, U15A VII | v Sherborne Girls | A |
| |
| Thu20 May2021 |
| | | Athletics | Taunton Schools | The Castle School, Somerset, TA1 5AU |
| | 16:00 | Tennis U13A | v Wellington School | H |
| | 16:15 | Tennis U13A | v Millfield Preparatory School | A |
|  | 16:30 | Swimming U18 Boys, U18 Girls, U16 Boys, U16 Girls, U14 Boys, U14 Girls | v King's College, Taunton | H |
| |
| Fri21 May2021 |
| | 15:30 | Tennis U13A, U12A | v King's Hall | A |
| |
| Sat22 May2021 |
| | 12:35 | Athletics | 10 Schools Competition | Millfield School, Somerset, BA16 0YD |
| | 14:00 | Tennis U18A, U18B, U18C | v Clifton College | A |
| | 14:15 | Cricket TPS Boys 1st XI, TPS 2nd XI | v Exeter School | A |
| | 14:30 | Tennis U18A, U15A, U15B, U14A, U14B | v Sherborne Girls | A |
| | 14:30 | Tennis U18B, U18C, U18D | v Sherborne Girls | H |
| |
| Sun23 May2021 |
| | 08:00 | Equestrian U18A | v ODE, Moreton | A |
| | 08:00 | Equestrian U18A | v Showjumping Qualifier, Bicton Arena | A |
| |
| Mon24 May2021 |
| | 14:15 | Cricket TPS U9A, TPS U8A | v Wellington School | A |
| |
| Tue25 May2021 |
| | 15:00 | Cricket 3rd XI | v King's College, Taunton | A |
| | 15:00 | Cricket 4th XI | v King's College, Taunton | H |
| | 15:45 | Cricket U15A | v King's College, Taunton | A |
| | 19:15 | Netball 1st VII | v Galmington Netball Club | H |
| |
| Wed26 May2021 |
| | 14:00 | Cricket TPS U11A, TPS U11B | v Wellington School | A |
| | 14:00 | Cricket TPS U10A, TPS U10B | v Wellington School | H |
| | 14:00 | Cricket TPS Boys 1st XI, TPS U13B, TPS U13C, TPS U11A, TPS U11B | v Millfield Preparatory School | A |
| | 14:00 | Cricket TPS U13D, TPS 2nd XI, TPS U12B, TPS u12 u13, TPS U10A, TPS U10B | v Millfield Preparatory School | H |
| | 14:15 | Cricket TPS U13C, TPS U12C | v Hazlegrove School | A |
| | 14:30 | Cricket 1st XI | v King's College, Taunton | H |
| | 15:00 | Cricket TPS U13A, TPS U13B | v Wellington School | A |
| | 15:30 | Cricket TPS U12A, TPS U12B | v Wellington School | H |
| | 17:00 | Netball U16A, U15A VII, U14A VII | v Millfield School | A |
| | 17:00 | Netball 1st VII, 2nd VII | v Millfield School | H |
| |
| Thu27 May2021 |
|  | 14:30 | Rugby Union U18A | v King's College, Taunton | tbc |
| | 16:30 | Swimming U18 Boys, U18 Girls, U16 Boys, U16 Girls, U14 Boys, U14 Girls | v King's College, Taunton | A |
| |
| Sat29 May2021 |
| | 08:00 | Equestrian U18A | v Eventer's Challenge Championships | A |
| |
| Mon7 Jun2021 |
| | 14:15 | Cricket TPS U9A, TPS U8A | v Wellington School | H |
| |
| Wed9 Jun2021 |
| | 14:00 | Cricket TPS U13A, TPS U12A | v Blundell's School | H |
| | 14:00 | Cricket TPS U10A, TPS U10B | v Hazlegrove School | A |
| | 14:00 | Cricket TPS U11A, TPS U11B | v Hazlegrove School | H |
| | 14:00 | Cricket TPS U11A, TPS U11B, TPS U11C, TPS U10A, TPS U10B | v Hazlegrove School | tbc |
| | 16:30 | Hockey Boys 1st XI | v King's College, Taunton | A |
