| Tuesday 12th May 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 16 | v | Newport CC, Isle of Wight Girls Under 16 |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Saturday 16th May 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 2nd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Sunday 17th May 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Newport CC, Isle of Wight Under 11 Crusaders |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Tuesday 2nd June 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 11 | v | Ventnor CC Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Friday 5th June 2026 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Newport CC, Isle of Wight Womens 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Saturday 13th June 2026 at 13:30 | Brading CC | |
| Ventnor CC 3rd XI | v | Newport CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Tuesday 23rd June 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 13 | v | Newport CC, Isle of Wight Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Sunday 5th July 2026 at 11:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Newport CC, Isle of Wight - Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Thursday 16th July 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 16 | v | Ventnor CC Girls Under 16 |
| Isle of Wight Junior Competitions | Isle of Wight U16 Girls League | |
| Tuesday 21st July 2026 at 18:00 | Steephill | |
| Ventnor CC Girls Under 11 | v | Newport CC, Isle of Wight Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 22nd July 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Saturday 1st August 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group Stage | |
| Saturday 1st August 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Newport CC, Isle of Wight 2nd XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Friday 7th August 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Saturday 15th August 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Monday 17th August 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 18th August 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 13 | v | Ventnor CC Girls Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 Girls League | |
| Wednesday 19th August 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Newport CC, Isle of Wight Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League |