Head to Head
| UK Friendlies | 2021/07/17 14:00 | Winchester City v Poole Town | L | 2-6 |
Home History
| Club Friendly List | 2022/08/02 18:45 | Horsham v Winchester City | L | 2-1 |
| Club Friendly List | 2022/07/26 18:45 | Winchester City v Sholing | D | 2-2 |
| England Southern League Division One | 2022/04/26 18:45 | Cirencester v Winchester City | W | 1-4 |
| England Southern League Division One | 2022/03/19 15:00 | Plymouth Parkway v Winchester City | L | 1-0 |
| England Southern League Division One | 2022/03/09 19:30 | Willand Rovers v Winchester City | W | 1-3 |
| England Southern League Division One | 2022/02/12 15:00 | Winchester City v Cinderford | W | 3-1 |
| England Southern League Division One | 2022/02/01 19:45 | Winchester City v Sholing | W | 3-1 |
| England Southern League Division One | 2022/01/07 19:45 | Winchester City v AFC Totton | W | 3-1 |
Away History
| Club Friendly List | 2022/07/23 14:00 | Poole Town v Wimborne Town | L | 0-1 |
| England Southern Premier League South | 2022/04/23 14:00 | Poole Town v Met Police | W | 5-2 |
| England Southern Premier League South | 2022/04/18 14:00 | Wimborne Town v Poole Town | W | 2-4 |
| England Southern Premier League South | 2022/04/16 14:00 | Poole Town v Harrow Borough | W | 3-0 |
| England Southern Premier League South | 2022/04/09 14:00 | Farnborough v Poole Town | L | 2-0 |
| England Southern Premier League South | 2022/04/02 14:00 | Poole Town v Yate Town | L | 0-2 |
| England Southern Premier League South | 2022/03/26 15:00 | Chesham v Poole Town | L | 3-2 |
| England Southern Premier League South | 2022/03/19 15:00 | Poole Town v Hartley Wintney | W | 2-1 |