30 September 2023
| 16:00 |
Winchester City FC 
0 - 0
Maidenhead United FC 
|
14 Oktober 2023
| 16:00 |
Weston-super-Mare AFC 
0 - 3
Maidenhead United FC
|
04 November 2023
| 16:00 |
Oxford United FC 
2 - 0
Maidenhead United FC
|