| Sunday 19th April 2026 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 2nd XI | v | Ventnor CC Friendly XI |
| Saturday 2nd May 2026 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 2nd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Monday 11th May 2026 at 18:00 | Northwood Cricket Club | |
| Northwood CC, IOW Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | National ECB U13 Cup - Isle of Wight | |
| 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 23rd May 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Northwood CC, IOW 2nd XI |
| Isle of Wight Cricket League | Fred Winter Cup | |
| Sunday 31st May 2026 at 10:00 | Northwood Cricket Club | |
| Northwood CC, IOW Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| 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 | |
| Saturday 18th July 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Northwood CC, IOW 2nd XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Monday 3rd August 2026 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Northwood CC, IOW Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League |