Home History
| England Southern Premier League South | 2023/03/04 15:00 | Winchester City v Swindon Supermarine | L | 1-6 |
| England Southern Premier League South | 2023/02/25 15:00 | Hartley Wintney v Winchester City | D | 1-1 |
| England Southern Premier League South | 2023/02/21 19:45 | Winchester City v Yate Town | W | 1-0 |
| England Southern Premier League South | 2023/02/18 15:00 | Winchester City v Plymouth Parkway | W | 2-1 |
| England Southern Premier League South | 2023/02/14 19:45 | Poole Town v Winchester City | L | 1-0 |
| England Southern Premier League South | 2023/02/11 15:00 | Hendon v Winchester City | W | 0-2 |
| England Southern Premier League South | 2023/02/07 19:45 | Winchester City v Harrow Borough | D | 0-0 |
| England Southern Premier League South | 2023/02/04 15:00 | Winchester City v Merthyr Town | D | 2-2 |
Away History
| England Southern Premier League South | 2023/03/07 19:45 | Weston Super Mare v Beaconsfield | D | 2-2 |
| England Southern Premier League South | 2023/03/04 15:00 | Hanwell Town v Weston Super Mare | W | 0-1 |
| England Southern Premier League South | 2023/02/25 15:00 | Weston Super Mare v Dorchester | W | 3-1 |
| England Southern Premier League South | 2023/02/21 19:45 | Met Police v Weston Super Mare | D | 0-0 |
| England Southern Premier League South | 2023/02/18 15:00 | Hendon v Weston Super Mare | W | 2-3 |
| England Southern Premier League South | 2023/02/11 15:00 | Weston Super Mare v Hayes & Yeading | W | 1-0 |
| England Southern Premier League South | 2023/02/08 19:45 | Gosport Borough v Weston Super Mare | W | 0-4 |
| England Southern Premier League South | 2023/02/04 15:00 | Swindon Supermarine v Weston Super Mare | D | 0-0 |