| Saturday 5th September 2026 at 13:00 | Stansted Park CC | |
| Stansted Park CC Sunday 1st XI | v | Ventnor CC Friendly XI |
| Saturday 5th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Hythe & Dibden CC Sunday 1st XI |
| Sunday 6th September 2026 at 12:30 | Steephill | |
| Ventnor CC Friendly XI | v | Chichester Raquets CC Midweek XI |
| Saturday 12th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Dumbleton CC 1st XI |
| Sunday 13th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Egham Roses CC 1st XI |
| Saturday 19th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Ifield CC Touring XI |
| Sunday 20th September 2026 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Lampton CC Sunday 1st XI |
| Saturday 26th September 2026 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Ferring CC 1st XI |
| Sunday 27th September 2026 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Luton Caribbean CC Friendly XI |