Home History
| England National League South | 2023/11/04 15:00 | Aveley v Weston Super Mare | L | 2-0 |
| England National League South | 2023/10/31 19:45 | Dartford v Weston Super Mare | L | 4-2 |
| England National League South | 2023/10/28 14:00 | Weston Super Mare v Maidstone Utd | D | 1-1 |
| England National League South | 2023/10/24 18:45 | Weston Super Mare v Torquay | W | 3-2 |
| England National League South | 2023/10/21 14:00 | Braintree Town v Weston Super Mare | L | 2-0 |
| England FA Cup Qualification | 2023/10/14 14:00 | Weston Super Mare v Maidenhead Utd | L | 0-3 |
| England National League South | 2023/10/07 14:00 | Weston Super Mare v Chelmsford | L | 0-3 |
| England FA Cup Qualification | 2023/09/30 14:00 | Farnborough v Weston Super Mare | W | 0-1 |
Away History
| England Isthmian Premier Division | 2023/11/11 15:00 | Cray Wanderers v Carshalton Ath | W | 1-0 |
| England Isthmian Premier Division | 2023/11/04 15:00 | Wingate & Finchley v Cray Wanderers | W | 1-3 |
| England FA Trophy | 2023/10/28 14:00 | Cray Wanderers v Chesham | D | 3-3 |
| England Isthmian Premier Division | 2023/10/24 18:45 | Canvey Island v Cray Wanderers | L | 2-1 |
| England Isthmian Premier Division | 2023/10/21 14:00 | Potters Bar Town v Cray Wanderers | D | 1-1 |
| England Isthmian Premier Division | 2023/10/15 14:00 | Cray Wanderers v AFC Hornchurch | L | 1-4 |
| England FA Trophy | 2023/10/07 14:00 | Needham Market v Cray Wanderers | W | 0-1 |
| England Isthmian Premier Division | 2023/10/03 18:45 | Concord Rangers v Cray Wanderers | W | 0-3 |