| Saturday 16th May 2026 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 27th June 2026 at 13:30 | Brading CC | |
| Ventnor CC 3rd XI | v | Northwood CC, IOW 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 11th July 2026 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group Stage |