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Start Date
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| Sat8 May2021 | ||||||
 | Cancelled Rowing | Invitation Match with Pangbourne College | Pangbourne College BC | |||
 | 13:30 | Cricket 2nd XI, U15A | v King Edward VI, Southampton | H | ||
| 14:00 | Cricket 1st XI, U14A, U14B | v King Edward VI, Southampton | A | ||
| 14:00 | Cricket U15B | v King Edward VI, Southampton | H | ||
 | 14:30 | Tennis U18A, U18B, U18C, U18D | v Canford School | A | ||
| 14:30 | Tennis U15A, U15B, U15C, U15D, U14A, U14B, U14C, U14D | v Canford School | H | ||
| 14:30 | Tennis U15A, U15B, U15C, U15D, U14A, U14B, U14C, U14D | v Canford School | H | ||
| 14:30 | Tennis U15A, U15B, U15C, U15D, U14A, U14B, U14C, U14D | v Canford School | H | ||
| 14:30 | Tennis U15A, U14A | v Dauntsey's School | H | ||
| 14:30 | Tennis U18A, 2nd | v King's School Bruton | A | ||
| Tue11 May2021 | ||||||
| 14:00 | Cricket 1st XI | v Forty Club | H | ||
| Thu13 May2021 | ||||||
| 14:30 | Cricket U15A, U14A | v Canford School | H | ||
| 14:30 | Cricket 1st XI, 3rd XI | v Sherborne School | A | ||
| 14:30 | Cricket 2nd XI | v Sherborne School | H | ||
 | 14:30 | Sailing 1st | v Sherborne School | A | ||
| 14:30 | Tennis U18A, U18D | v Clayesmore School | A | ||
| 14:30 | Tennis U18E, U15A, U15B, U14A, U14B | v Clayesmore School | H | ||
| 14:30 | Tennis U18B, U18C | v Clayesmore School | tbc | ||
| Fri14 May2021 | ||||||
 | 17:45 | Hockey 1st XI | v Canford School | A | ||
| Sat15 May2021 | ||||||
| 10:45 | Rowing | Invitation Match with Monkton Coombe Schoolchool | Monkton Coombe School Boat Club | ||
| 12:30 | Rowing | Invitation Match with Canford School | Canford School BC | ||
| 13:00 | Rowing | Invitation Match with Canford School | Bryanston School BC | ||
| 13:30 | Cricket 1st XI | v Blundell's School | H | ||
| 14:00 | Cricket 2nd XI, U15B, U14B | v Wells Cathedral School | A | ||
| 14:00 | Cricket U15A, U14A | v Wells Cathedral School | H | ||
| 14:00 | Cricket U15A, U14A | v Sherborne Girls | A | ||
| 14:00 | Tennis U14A, U14B, U14C, U14D | v Godolphin School | A | ||
| 14:00 | Tennis U14A, U14B, U14C, U14D | v Godolphin School | A | ||
| 14:00 | Tennis U18A, U18B, U18C, U15A, U15B, U15C, U15D | v Godolphin School | H | ||
| 14:30 | Tennis U15A, U14B | v Sherborne School | A | ||
| 14:30 | Tennis U18A, 2nd , 3rd | v Sherborne School | H | ||
| Tue18 May2021 | ||||||
| 14:30 | Cricket 2nd XI | v Poole Grammar School | H | ||
 | 19:30 | Netball U18A | v Blandford League | A | ||
| Wed19 May2021 | ||||||
 | 14:00 | Football U13A, U13B, U12A, U12B | v Redhill School | H | ||
 | 16:30 | Swimming Mixed U18A | v Milton Abbey School | H | ||
| Thu20 May2021 | ||||||
| 14:30 | Cricket U15A, U14A | v Poole Grammar School | H | ||
| 14:30 | Tennis U18A, U18A, U15A, U15A | v Clayesmore School | A | ||
| 14:30 | Tennis U18A, U18A, U15A, U15A | v Clayesmore School | A | ||
| 16:30 | Cricket 1st XI | v Warminster School | H | ||
| Sat22 May2021 | ||||||
| 14:00 | Sailing 1st | v Winchester College | A | ||
| 14:30 | Cricket 2nd XI, U15A, U15B | v Dauntsey's School | A | ||
| 14:30 | Cricket 1st XI, U14A, U14B | v Dauntsey's School | H | ||
| Tue25 May2021 | ||||||
| 19:30 | Netball U18A | v Blandford League | A | ||
| Thu27 May2021 | ||||||
| 13:30 | Sailing 1st | v Sherborne School | A | ||
| 14:30 | Cricket U15A, U15B | v Sherborne School | A | ||
| 14:30 | Cricket U14A, U14B | v Sherborne School | H | ||
| tbc | Cricket 1st XI | v Dorset U18 100 Finals Day | tbc | ||
| Sat29 May2021 | ||||||
| 06:00 | Rowing | National Schools' Regatta | Dorney Lake, nr Slough | ||
