| Fri23 Apr2021 |
| | 14:15 | 1st Form House Tennis | |
| |
| Sat24 Apr2021 |
|  | 10:00 | Cricket U12A, U12B | v Internal Fixture | H |
| | 10:15 | Cricket U13A, U13B | v Internal Fixture | H |
| | 10:30 | Cricket 1st XI, U15A, U13A, U13B | v Watford Grammar School for Boys | A |
| | 10:30 | Cricket 2nd XI, U15B, U14A, U14B, U12A | v Watford Grammar School for Boys | H |
| | 10:30 | Cricket U14A, U14B, U14C | v Internal Fixture | H |
| | 10:45 | Cricket U15A, U15B, U15C | v Internal Fixture | H |
| |
| Sun25 Apr2021 |
| | 10:30 | Cricket 1st XI | v HMC T20 Play-Offs | H |
| |
| Tue27 Apr2021 |
|  | 08:30 | Golf U18A | v Herts Mid-Handicap Championship | A |
| | 14:15 | 3rd form House Tennis | |
| |
| Wed28 Apr2021 |
|  | 14:00 | Athletics Seniors | v Senior District Champs | H |
|  | 14:00 | Tennis Senior Boys A | v Watford Grammar School for Boys | A |
| | 14:15 | L6 & U6 House Tennis | |
| | 14:15 | Cricket 1st XI | v Dr Challoner's Grammar School | H |
| | 14:15 | Cricket 4th XI, 5th XI | v Queen Elizabeth's School, Barnet | H |
| | 14:30 | Cricket 3rd XI | v Queen Elizabeth's School, Barnet | A |
| | 14:30 | Tennis Senior Boys B | v St Columba's College | H |
| |
| Thu29 Apr2021 |
| | 14:15 | 4th Form House Tennis | |
| |
| Sat1 May2021 |
| | 11:00 | Cricket 2nd XI, U15A | v Queen Elizabeth's School, Barnet | A |
| | 11:00 | Cricket 1st XI, U15B, U14A, U14B, U13A, U13B, U12A, U12B | v Queen Elizabeth's School, Barnet | H |
| | 11:00 | Tennis Senior Boys A, Senior Girls A, Senior Boys B | v New Hall School | A |
| | 14:00 | Athletics Seniors, Year 11, Year 10, Year 9 | v Harrow School | A |
| |
| Wed5 May2021 |
| | 13:30 | Cricket 1st XI | v The Haberdashers' Aske's Boys' School | H |
| | 14:00 | Cricket 4th XI, 5th XI | v The Haberdashers' Aske's Boys' School | H |
| |
| Thu6 May2021 |
| | 16:30 | Tennis U15A | v Roundwood Park School | H |
| | 16:30 | Tennis U15B | v The Marlborough Science Academy | H |
| |
| Fri7 May2021 |
| | 16:30 | Tennis U13A | v Sir John Lawes School | H |
| |
| Sat8 May2021 |
| | 10:00 | Tennis Senior Boys A | v Merchant Taylors' School, Northwood | A |
| | 11:00 | Cricket 2nd XI, U14A, U14C, U13A, U12B | v The Haberdashers' Aske's Boys' School | A |
| | 11:00 | Cricket 1st XI, 3rd XI, U15A, U15B, U15C, U14B, U13B, U12A | v The Haberdashers' Aske's Boys' School | H |
| |
| Wed12 May2021 |
| | 15:00 | Tennis | v Mill Hill & Belmont Schools | A |
| |
| Sat15 May2021 |
| | 10:00 | Tennis | v Mill Hill & Belmont Schools | H |
| | 11:00 | Cricket 1st XI, U15A, U15B, U15C, U13A, U13B | v Berkhamsted School | A |
| | 11:00 | Cricket 2nd XI, U14A, U14B, U14C, U12A, U12B | v Berkhamsted School | H |
| | 14:00 | Athletics Seniors, Year 11, Year 10, Year 9 | v Harrow School | A |
| |
| Mon17 May2021 |
| | 16:30 | Athletics Year 10, Year 8 | v County League | H |
