| Sat24 May2025 |
|  | 10:30 | Cricket 1st XI Girls | v MCC | H |
| | 13:30 | Cricket U18 Leavers XI | v OE XI (Founders Day) | H |
| |
| Mon2 Jun2025 |
| | 15:00 | Cricket U13A | v Notting Hill and Ealing High School | A |
| | 17:30 | Cricket 1st XI Boys | v Whitgift School | H |
| |
| Wed4 Jun2025 |
| | 14:15 | Cricket U12A, U12B | v Glyn School | H |
| | 14:15 | Cricket U12A, U12C | v Thomas's, Battersea | H |
| | 14:15 | Cricket U12A | v Putney High School | H |
| | 14:30 | Cricket U14A | v RGS, Guildford | H |
| |
| Thu5 Jun2025 |
| | 14:15 | Cricket U15B | v Wellington College | H |
|  | 14:40 | Golf 1st | v Cranleigh School | H |
| |
| Sat7 Jun2025 |
|  | | Athletics | Athletics meeting v Brighton College (U14/15 co-ed) | Epsom College, Surrey, KT17 4JQ |
| | 07:45 | Athletics | LEH Lower School Athletics Meeting (u12/13 co-ed) | St Mary's University, TW1 4SX |
| | 09:30 | Cricket U13B, U12A, U12B | v King's College School (KCS), Wimbledon | A |
| | 09:30 | Cricket U13A | v King's College School (KCS), Wimbledon | H |
| | 09:30 | Cricket U13B, U12B | v Thomas's, Clapham | H |
| | 09:30 | Cricket U12A, U12C | v St Swithun's School | A |
| | 09:30 | Cricket U13A | v St Swithun's School | H |
|  | 10:00 | Tennis U13A, U13B, U13C, U13D, U12B | v Internal Tennis Tournament | H |
| | 10:00 | Tennis U13A, U12A | v The Harrodian School | H |
| | 11:00 | Cricket 1st XI Boys | v King's College School (KCS), Wimbledon | A |
| | 12:30 | Cricket 1st XI Girls | v St Swithun's School | H |
|  | 12:30 | Volleyball U18A, U18A | v Sevenoaks Volleyball Tournament | A |
| | 13:30 | Cricket 3rd XI Boys, U15A, U15B, U15C | v King's College School (KCS), Wimbledon | A |
| | 13:30 | Cricket 2nd XI Boys, U14A, U14B, U14C | v King's College School (KCS), Wimbledon | H |
| | 13:30 | Cricket U15A, U15B | v St Swithun's School | A |
| | 14:00 | Tennis U18A, U18B, U15A, U15B, U14A, U14B | v Sevenoaks School | A |
| | 14:00 | Tennis U18A, U18B, U15A, U15B, U15C, U14A, U14B, U14C | v Sevenoaks School | H |
| |
| Mon9 Jun2025 |
| | 14:30 | Cricket U14A | v St George's Weybridge | H |
| | 15:00 | Tennis U14A, U14A, U13A, U13A, U13B, U12A | v Lingfield College | H |
| |
| Tue10 Jun2025 |
| | 14:40 | Golf 1st | v Kingston Grammar School | H |
| | 14:45 | Tennis U18A | v Guildford High School | A |
| |
| Wed11 Jun2025 |
| | 14:15 | Tennis U13A, U13A, U13B, U12A | v Cranleigh Preparatory School | H |
| |
| Thu12 Jun2025 |
| | 13:00 | Cricket U16A | v Emanuel School | H |
| | 14:15 | Tennis U15A, U15B | v City of London Freemen's | H |
| | tbc | Cricket U15A | v Cranleigh School | tbc |
| |
| Sat14 Jun2025 |
| | 08:20 | Athletics | Surrey School's Athletics Championships (U14/16/18 co-ed) | Kingsmeadow, KT1 3PB |
| | 09:30 | Cricket U13A, U12A | v Whitgift School | H |
| | 11:30 | Cricket 1st XI Boys, 1st XI Girls | v Charterhouse | A |
| | 12:15 | Athletics | Cranleigh Athletics Meeting (U14/16/18 co-ed) | Broadbridge Heath, RH12 3YS |
| | 12:30 | Cricket U13B, U12B | v Whitgift School | A |
| | 13:00 | Tennis U15A, U15A, U15B, U15B, U14A, U14A, U14B, U14B | v St John's School, Leatherhead | H |
| | 14:00 | Tennis U18A, U18A, U18B, U18B | v St John's School, Leatherhead | A |
| | 14:00 | Volleyball Mixed U18A | v Old Epsomians | H |
| | 14:15 | Cricket U15A, U15A, U15B, U15C | v Charterhouse | A |
| | 14:15 | Cricket 2nd XI Boys, U14A, U14A, U14B, U14C | v Charterhouse | H |
| |
| Mon16 Jun2025 |
| | 11:00 | Cricket U14A | v Berkhamsted School | A |
| | 11:00 | Cricket U14A | v The Leys School | A |
| | 14:15 | Cricket U13A | v Emanuel School | H |
| | 14:15 | Tennis U13A, U13A, U13B, U13C, U13D, U12A, U12B | v City of London Freemen's | H |
| | 14:30 | Cricket U14A | v Oundle School | A |
| | tbc | Cricket U14A | v Hobbs Trophy | H |
| |
| Tue17 Jun2025 |
| | 09:30 | Cricket U14A | v Ipswich School | A |
| | 11:00 | Cricket U14A | v Felsted School | A |
| | tbc | Cricket U14A | v Hobbs Trophy | H |
| |
| Wed18 Jun2025 |
| | 14:00 | Tennis U14A, U14A | v Activeway | H |
| |
| Thu19 Jun2025 |
| | 14:15 | Cricket U15A, U15B | v Wellington College | tbc |
| |
| Fri20 Jun2025 |
|  | 09:00 | Squash Mixed U18A | v Pontefract Junior Open | A |
| | 14:15 | Cricket U14A | v Wellington College | A |
| |
| Sat21 Jun2025 |
| | | Athletics | Epsom College Athletics Meeting (U14/16/18 co-ed) | Epsom College, Surrey, KT17 4JQ |
| | | Athletics | Lower School Athletics Meeting (u12/13 co-ed) | Epsom College, Surrey, KT17 4JQ |
| | 09:00 | Cricket U13A, U13B, U13B, U12B | v City of London Freemen's | A |
| | 09:00 | Cricket U13C, U12A, U12B, U12C | v City of London Freemen's | H |
| | 09:00 | Cricket U13A | v Surrey Schools XI | H |
| | 09:00 | Squash Mixed U18A | v Pontefract Junior Open | A |
| | 10:00 | Cricket 1st XI Girls | v Brighton College | H |
| | 10:00 | Tennis U13B, U13D, U12A, U12B | v St John's School, Leatherhead | A |
| | 10:00 | Tennis U13A, U13A, U13C | v St John's School, Leatherhead | H |
| | 11:30 | Cricket 1st XI Boys | v Brighton College | A |
| | 14:00 | Athletics U18A, U18A, U16A, U16A, U14A, U14A | v Brighton College | H |
| | 14:00 | Cricket U15A, U15A, U15B | v Brighton College | A |
| | 14:00 | Cricket 2nd XI Boys, 3rd XI , U14A, U14A, U14B | v Brighton College | H |
| | 14:00 | Tennis Mixed U15B, U15C, U15D, U14B, U14C, U14D | v Cranleigh School | A |
| | 14:00 | Tennis Mixed U18B, U18C, U18D | v Cranleigh School | H |
| | 14:00 | Tennis Mixed U14A | v Sevenoaks Tournament | A |
| | 14:00 | Tennis Mixed U18A | v Wellington Tournament | A |
| | 14:00 | Tennis Mixed U15A | v Epsom Tournament | H |
| | 14:30 | Athletics U13A, U12A | v RGS, Guildford | H |
| |
| Sun22 Jun2025 |
| | 09:00 | Squash Mixed U18A, U18A | v Pontefract Junior Open | A |
| |
| Mon23 Jun2025 |
| | 14:15 | Cricket U13A, U13B, U12A | v Kingston Grammar School | H |
| | 14:15 | Tennis U12A, U12B | v St Paul's School | H |
| | 14:30 | Cricket 1st XI Girls | v Wellington College | A |
