08 Augustus 2026
| 16:00 |
Royal Wootton Bassett Town FC 
0 - 2
Winslow United FC 
|
22 Augustus 2026
| 16:00 |
Winslow United FC
2 - 2
Longlevens AFC 
|
26 Augustus 2026
| 20:45 |
Longlevens AFC
1 - 1
Winslow United FC
|
05 September 2026
| 16:00 |
Winslow United FC
0 - 0
Swindon Supermarine FC 
|
07 September 2026
| 20:45 |
Swindon Supermarine FC
3 - 1
Winslow United FC
|