| Saturday 25th April 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 1st XI | v | Ventnor CC 2nd XI |
| Saturday 2nd May 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 2nd XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Tuesday 19th May 2026 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Girls Under 13 | v | Ventnor CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 27th May 2026 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Saturday 30th May 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 2nd XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group Stage | |
| Friday 12th June 2026 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Shanklin & Godshill CC Midweek XI |
| Saturday 13th June 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Shanklin & Godshill CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Saturday 20th June 2026 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Monday 22nd June 2026 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Wednesday 8th July 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Shanklin & Godshill CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Sunday 12th July 2026 at 10:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Saturday 18th July 2026 at 13:00 | TBC | |
| Ventnor CC 3rd XI | v | Shanklin & Godshill CC 2nd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Tuesday 28th July 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 13 | v | Shanklin & Godshill CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Saturday 8th August 2026 at 13:30 | Brading CC | |
| Shanklin & Godshill CC 3rd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Saturday 22nd August 2026 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Shanklin & Godshill CC 1st XI |
| Hampshire Cricket League | Division 2B |