[15] Winchester City 2-4 Wimborne Town [9] 2024-08-14 18:45
Stadium: The Simplyhealth City Ground Round: 2
Home History
| England Southern Premier League South | 2024/08/10 14:00 | Marlow v Winchester City | D | 1-1 |
| Club Friendly List | 2024/07/16 18:45 | AFC Stoneham v Winchester City | D | 1-1 |
| Club Friendly List | 2024/07/12 18:45 | Ascot Utd v Winchester City | W | 0-1 |
| England Southern Premier League South | 2024/04/27 14:00 | Swindon Supermarine v Winchester City | L | 3-0 |
| England Southern Premier League South | 2024/04/20 14:00 | Winchester City v Beaconsfield | W | 1-0 |
| England Southern Premier League South | 2024/04/18 18:45 | Tiverton Town v Winchester City | L | 2-0 |
| England Southern Premier League South | 2024/04/16 18:45 | Winchester City v Merthyr Town | W | 2-0 |
| England Southern Premier League South | 2024/04/13 14:00 | Bracknell Town v Winchester City | L | 3-1 |
Away History
| England Southern Premier League South | 2024/08/10 14:00 | Wimborne Town v Hanwell Town | W | 1-0 |
| Club Friendly List | 2024/07/16 18:30 | Wimborne Town v Weymouth | D | 0-0 |
| Club Friendly List | 2024/07/13 14:00 | Wimborne Town v Eastleigh | L | 2-4 |
| England Southern League Div One | 2024/04/23 18:45 | Tavistock v Wimborne Town | L | 3-2 |
| England Southern League Division One | 2024/02/17 15:00 | Yate Town v Wimborne Town | W | 0-2 |
| England Southern League Division One | 2024/01/13 15:00 | Larkhall Athletic v Wimborne Town | L | 3-1 |
| England FA Cup Qualification | 2023/09/16 14:00 | Wimborne Town v Torquay | L | 0-3 |
| England FA Cup Qualification | 2023/09/02 14:00 | Tiverton Town v Wimborne Town | W | 0-1 |