| Thursday 14th May 2026 at 18:00 | Arreton CC | |
| Arreton CC Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Sunday 24th May 2026 at 10:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Slinfold CC Women's Soft Ball |
| Sunday 24th May 2026 at 10:30 | ||
| Ventnor CC Women's 1st XI | v | Slinfold CC Women's Soft Ball |
| 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 | |
| Thursday 2nd July 2026 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Ryde CC Womens 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| 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 | |
| Monday 17th August 2026 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Arreton CC Womens 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League | |
| Tuesday 25th August 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Isle of Wight Cricket League | Isle of Wight Women's League |