Home History
| England Southern Premier League South | 2023/01/07 15:00 | Met Police v Winchester City | L | 2-1 |
| England Southern Premier League South | 2023/01/02 15:00 | Gosport Borough v Winchester City | D | 2-2 |
| England Southern Premier League South | 2022/12/26 15:00 | Winchester City v Salisbury FC | L | 0-1 |
| England Southern Premier League South | 2022/12/03 15:00 | Hayes & Yeading v Winchester City | L | 4-0 |
| England Southern Premier League South | 2022/11/26 15:00 | Winchester City v Dorchester | D | 1-1 |
| England Southern Premier League South | 2022/11/22 19:45 | Winchester City v North Leigh | D | 2-2 |
| England Southern Premier League South | 2022/11/19 15:00 | Truro City v Winchester City | L | 3-0 |
| England Southern Premier League South | 2022/11/12 15:00 | Hanwell Town v Winchester City | W | 1-2 |
Away History
| England Southern Premier League South | 2023/01/07 15:00 | Harrow Borough v Weston Super Mare | W | 1-5 |
| England Southern Premier League South | 2023/01/02 15:00 | Weston Super Mare v Plymouth Parkway | W | 1-0 |
| England Southern Premier League South | 2022/12/26 15:00 | Tiverton Town v Weston Super Mare | W | 0-2 |
| England Southern Premier League South | 2022/12/03 12:30 | Weston Super Mare v Hartley Wintney | W | 4-0 |
| England Southern Premier League South | 2022/11/26 15:00 | Beaconsfield v Weston Super Mare | L | 1-0 |
| England Southern Premier League South | 2022/11/22 19:45 | Yate Town v Weston Super Mare | W | 0-4 |
| England Southern Premier League South | 2022/11/19 15:00 | Weston Super Mare v Poole Town | W | 2-0 |
| England Southern Premier League South | 2022/11/12 15:00 | Merthyr Town v Weston Super Mare | W | 2-3 |