Head to Head
| England Southern Premier League South | 2023/01/14 15:00 | Dorchester v Winchester City | W | 2-1 |
| England Southern Premier League South | 2022/11/26 15:00 | Winchester City v Dorchester | D | 1-1 |
| Club Friendly List | 2018/08/01 18:45 | Winchester City v Dorchester | L | 5-1 |