Head to Head
| England Southern Premier League South | 2022/08/29 14:00 | Winchester City v Gosport Borough | W | 0-1 |
| Club Friendly List | 2015/07/04 14:00 | Winchester City v Gosport Borough | D | 0-0 |
Home History
| England Southern Premier League South | 2022/12/26 15:00 | Hartley Wintney v Gosport Borough | L | 3-1 |
| England Southern Premier League South | 2022/12/10 15:00 | Merthyr Town v Gosport Borough | W | 2-3 |
| England Southern Premier League South | 2022/12/03 12:30 | Gosport Borough v Tiverton Town | W | 2-1 |
| England Southern Premier League South | 2022/11/26 15:00 | Yate Town v Gosport Borough | L | 5-4 |
| England Southern Premier League South | 2022/11/19 15:00 | Gosport Borough v Chesham | L | 2-3 |
| England Southern Premier League South | 2022/11/12 15:00 | Gosport Borough v Bracknell Town | L | 0-4 |
| England Southern Premier League South | 2022/11/05 15:00 | Beaconsfield v Gosport Borough | L | 3-2 |
| England Southern Premier League South | 2022/10/29 14:00 | Hendon v Gosport Borough | L | 2-0 |
Away History
| 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 |
| England Southern Premier League South | 2022/11/05 15:00 | Winchester City v Tiverton Town | L | 1-2 |
| England Southern Premier League South | 2022/11/01 19:45 | Winchester City v Bracknell Town | L | 2-3 |