| Mon22 Apr2019 |
| | 10:00 | Year 7 Girl's- Pre season training | Stamford Junior School |
| | 10:00 | Year 7 Boy's- Pre season training | Stamford School |
| | 14:00 | Year 8 Girl's- Pre season training | Stamford Junior School |
| | 14:00 | Year 8 boy's- Pre season Training | Stamford School |
|  | tbc | Basketball U18A | v Oakham School | tbc |
| |
| Tue23 Apr2019 |
| | 10:00 | Year 9&10 Girl's- Pre season training | Stamford Junior School |
| | 10:00 | Year 9&10 Boy's- Pre season training | Stamford School |
| | 14:00 | Year 11-13 Girl's- Pre season training | Stamford Junior School |
| | 14:00 | Year 11-13 Boy's- Pre season training | Stamford School |
| |
| Wed24 Apr2019 |
| | tbc | Basketball U18A | v Peterborough Regional College | A |
| |
| Fri26 Apr2019 |
|  | 09:40 | Cricket U13A | v Regional Indoor Finals day | A |
| |
| Sat27 Apr2019 |
|  | 00:00 | Gymnastics U9A, Mixed U9A, U9B, U9C | v MISGA | H |
|  | 09:30 | Tennis U10A | v Laxton | A |
| | 09:30 | Tennis U11A, U11A | v Laxton Junior School | A |
| | 10:00 | Cricket 3rd XI, U12A, U12B, U12C | v Nottingham High School | A |
| | 10:00 | Cricket U13A, U13B, U13C | v Nottingham High School | H |
| | 10:00 | Cricket U12D | v Stamford Bulls | H |
| | 10:00 | Cricket U9A, U9B, U9C | v Kimbolton School | H |
| | 10:30 | Tennis U13A, U13B, U12A, U12B | v Warwick School | A |
| | 10:30 | Tennis U13A, U13B, U12A, U12B | v The King's High School for Girls | A |
| | 13:30 | Tennis U18A, U18B, U18C, U15A, U15B, U14A, U14B | v The Leys School | A |
| | 14:00 | Cricket 2nd XI, U15A, U15C, U14A, U14B | v Nottingham High School | A |
| | 14:00 | Cricket 1st XI, U15B, U14C | v Nottingham High School | H |
| | 14:00 | Cricket U13A, U13B, U13C | v Stamford Bulls | H |
| | 14:30 | Cricket 4th XI | v Bedford School | H |
| | 14:30 | Cricket 1st XI, U15A, U15B, U15C | v Rugby School | A |
| | 14:30 | Tennis U18A, U18B, U18C, U15A, U15B, U14A, U14B | v Felsted School | H |
| |
| Sun28 Apr2019 |
| | 00:00 | Gymnastics U11A, U11B, U7A | v MISGA | H |
|  | 10:00 | Fives U14A | v Marlborough College | A |
| | 12:00 | Tennis U18A, U18A | v Rugby School | A |
| | 13:00 | Cricket 1st XI | v Oakham School | A |
| | 16:00 | Cricket 1st XI | v tbc | A |
| | tbc | Gymnastics U18A, U18A, U18B | v MISGA | H |
| |
| Mon29 Apr2019 |
| | 14:30 | Cricket U12A, U12B | v The King's School, Grantham | A |
| | 15:30 | Cricket U15A | v Leicester Grammar School | H |
| | tbc | Basketball U18A | v Oakham School | tbc |
| |
| Tue30 Apr2019 |
|  | 08:00 | Golf Mixed U18A | v County Schools Championship | A |
| | 14:30 | Cricket 2nd XI | v King's Ely | H |
| | 14:30 | Cricket U17A | v Stowe School | A |
| | 14:30 | Tennis U18A, U18B, U18C | v Rugby School | H |
| | tbc | Basketball U18A | v Peterborough Regional College | H |
| |
| Wed1 May2019 |
|  | 13:35 | Athletics | Oakham Junior relays Y7/8 | Oakham school |
| | 14:00 | Cricket U10A, U10B | v Bedford Modern School | H |
| | 14:30 | Cricket U13A | v Trent College | H |
| | 14:30 | Cricket U10B, U10C, U10D, U10D | v St Hugh's School | H |
| | 16:30 | Tennis U13B, U13C, U12A, U12B, U12C | v Oakham School | H |
| | tbc | Tennis U13A, U13A, U13B, U13B, U13C, U13C, U12A, U12A, U12B, U12B, U12C, U12C | v Oakham School | tbc |
| |
| Thu2 May2019 |
| | 15:00 | Cricket U8A, U8B, U8C | v Bedford Preparatory School | H |
| | 16:15 | Cricket U13A, U13B, U12A, U12B | v Leicester Grammar School | H |
| |
| Fri3 May2019 |
| | 16:00 | Tennis Mixed U11A | v The Peterborough School | H |
| |
| Sat4 May2019 |
| | | SHS House Cricket - Year 7 & 8 | Stamford Junior School Main Field |
| | 00:00 | Gymnastics U11A | v National Floor and Vault Finals | A |
| | 10:00 | Cricket U12A, U12B, U10A, U10B | v Kimbolton School | A |
| | 10:00 | Cricket U13A, U13B | v Kimbolton School | H |
| | 10:00 | Cricket U13A, U13B, U13C, U13C, U12C, U12D | v Stephen Perse Foundation | H |
| | 10:00 | Tennis U18A, U18B, U15A, U15B, U14A, U14B | v Wellingborough School | A |
| | 11:30 | Cricket 1st XI | v Oundle School | H |
| | 14:15 | Cricket 2nd XI, 3rd XI, 4th XI, U14A, U14B, U14C | v Oundle School | A |
| | 14:15 | Cricket U15A, U15B, U15C | v Oundle School | H |
| | tbc | Tennis U18A, U18B, U15A, U15B, U14A, U14B | v Wellingborough School | tbc |
| |
| Sun5 May2019 |
| | tbc | Gymnastics Mixed U14A | v National Finals | A |
| |
| Tue7 May2019 |
| | 14:00 | Cricket 1st XI | v Oundle School | A |
| | 14:00 | Cricket 2nd XI | v The King's School, Grantham | H |
|  | 16:15 | Swimming Mixed U11A, U10A, U9A | v Laxton Junior School | A |
| | 16:15 | Tennis U13A, U13A, U13B, U13B, U12A, U12A, U12B, U12B, U11A, U11A | v Maidwell Hall | H |
| |
| Wed8 May2019 |
| | | Athletics | SES Pre-Season Athletics Meet | Stamford Junior School |
| | 14:00 | Cricket U13A, U13B | v The King's School, Grantham | H |
| | 14:00 | Tennis U13B | v Witham Hall Preparatory School | H |
| | 14:30 | Cricket U11A, U11B, U11C | v Brooke Priory School | A |
| | 16:15 | Tennis U13A, U13B, U13D, U13E | v Oundle School | H |
| | 18:00 | Cricket Staff Team | v Witham Parents | H |
| | tbc | Tennis U13C | v Oundle School | H |
| |
| Thu9 May2019 |
| | 13:30 | Cricket Mixed U9A, U9B, U9C, U9D | v Nottingham / Stoneygate / Peterborough / Witham / Laxton | H |
| | 13:35 | Athletics | Oakham Inter relays Y10 | Oakham school |
| | 14:30 | Cricket Mixed U9A | v Stoneygate School | H |
| | 16:15 | Tennis U18A, U18B, U18C | v Oakham School | A |
| | 16:15 | Tennis U15A, U15A, U15B, U15B, U15C, U14A, U14A, U14B, U14B | v Oakham School | H |
| | 16:30 | Tennis U14C | v Oakham School | H |
| |
| Fri10 May2019 |
| | 16:00 | Tennis U11A | v kimbolton | H |
| |
| Sat11 May2019 |
| | 10:00 | Cricket 3rd XI, U15C, U14C | v Nottingham High School | H |
| | 10:30 | Cricket U11A, U11B | v Wisbech/ Stephen Perse Foundation | A |
| | 10:30 | Cricket U12A, U12B, U12C, U12D | v Spratton Hall School | A |
| | 10:30 | Tennis U18A, U18B, U15A, U15B, U14A, U14B | v Warwick School | A |
| | 10:30 | Tennis U13A, U13B, U12A, U12B | v Warwick School | H |
| | 10:30 | Tennis U14A, U14B, U13A, U13B, U12A, U12B | v Kimbolton School | A |
| | 10:30 | Tennis U18A, U18B, U15A, U15B | v Kimbolton School | H |
| | 11:00 | Cricket 1st XI, U15A, U15A, U15B | v Wellingborough School | A |
| | 11:00 | Cricket U11A, U11B | v Spratton Hall School | H |
| | 11:45 | Cricket U13A, U13B, U13C | v Witham Hall Preparatory School | A |
| | 14:00 | Cricket 2nd XI, U14A, U14B | v Wellingborough School | H |
| | 14:30 | Cricket 4th XI | v Oundle School | A |
| |
| Mon13 May2019 |
| | 15:25 | Athletics | Oakham junior meet boys and girls Y7-8 | Oakham school |
| |
| Tue14 May2019 |
|  | 14:00 | Fitness U18A | v Uppingham School | tbc |
| | 14:30 | Tennis U18A | v Oakham School | A |
| |
| Thu16 May2019 |
| | 13:30 | Cricket Mixed U8A | v Nottingham / Stoneygate / Peterborough / Brooke | H |
| | 13:30 | Cricket Mixed U8A, U8B | v Stoneygate School | H |
| | 14:15 | Tennis U14A, U14B | v Oundle School | A |
| | 14:15 | Tennis U18A, U18B, U18C | v Oundle School | H |
| | 14:30 | Tennis U14A | v Oakham School | H |
| | 14:30 | Tennis U15B, U15C, U15C, U14A, U14B, U14C, U14C | v Oundle School | A |
| | tbc | Tennis U18A, U18B | v Oundle School | H |
| |
| Fri17 May2019 |
| | | Athletics | Kimbolton Cornwall Shield Meet | Kimbolton School |
| | 14:00 | Athletics Mixed U11A, U10A | v Kimbolton School | A |
| | 16:00 | Tennis U10A | v laxton | H |
| | 16:00 | Tennis U10A | v Laxton Junior School | H |
| |
| Sat18 May2019 |
| | 10:00 | Cricket U12A, U12B, U12C | v Bedford Modern School | A |
| | 10:00 | Cricket U13A, U13B, U13C | v Bedford Modern School | H |
| | 10:00 | Tennis U18A, U18B, U15A, U15B, U14A, U14B, U13A, U13B, U12A, U12B | v The King's High School for Girls | A |
| | 14:00 | Cricket U15A, U13A, U13B, U13C | v Bedford Modern School | A |
| | 14:00 | Cricket 1st XI, 3rd XI, U15C, U14A, U14B, U14C | v Oakham School | A |
| | 14:00 | Cricket 2nd XI, U15A, U15B | v Oakham School | H |
| | 14:00 | Cricket U11A, U11B | v Bedford Preparatory School | H |
| | 14:00 | Tennis U18A, U18B, U18C, U15A, U15B, U14A, U14B | v Bedford School | A |
| | 14:30 | Cricket 1st XI, U15B | v Rugby School | H |
| |
| Mon20 May2019 |
| | 08:30 | Athletics | District tirals boys and girls Y7-11 | South Kesteven Sports Stadium Grantham NG31 7XQ |
| | 14:15 | Swimming Mixed U9A, U8A | v Y34 House Swimming | H |
| |
| Tue21 May2019 |
| | 14:15 | Swimming Mixed U11A, U10A | v Y56 House Swimming | H |
| | 14:30 | Tennis U18B | v Oakham School | A |
