Home History
| England - Southern Premier League - South | 2018/12/29 15:00 | Dorchester v Wimborne Town | D | 1-1 |
| England - Southern Premier League - South | 2018/12/26 12:30 | Poole Town v Wimborne Town | W | 2-5 |
| England - Southern Premier League - South | 2018/12/22 15:00 | Wimborne Town v Farnborough | D | 1-1 |
| England - Southern Premier League - South | 2018/12/18 19:45 | Walton Casuals v Wimborne Town | L | 3-0 |
| England - Southern League Cup | 2018/12/11 19:48 | Wimborne Town v Bideford | L | 1-2 |
| England - Southern Premier League - South | 2018/12/08 15:00 | Salisbury FC v Wimborne Town | L | 4-3 |
| England - Southern Premier League - South | 2018/12/01 15:00 | Wimborne Town v Tiverton Town | W | 2-1 |
| England - Southern Premier League - South | 2018/11/24 15:00 | Merthyr Town v Wimborne Town | L | 2-0 |
Away History
| England - Southern Premier League - South | 2018/12/29 15:00 | Gosport Borough v Hartley Wintney | W | 1-0 |
| England - Southern Premier League - South | 2018/12/26 15:00 | Gosport Borough v Basingstoke | W | 3-2 |
| England - Southern Premier League - South | 2018/12/22 15:00 | Kings Langley v Gosport Borough | L | 3-0 |
| England - Southern Premier League - South | 2018/12/11 19:45 | Weymouth v Gosport Borough | W | 1-3 |
| England - Southern Premier League - South | 2018/12/08 15:00 | Gosport Borough v Dorchester | L | 1-4 |
| England - Southern Premier League - South | 2018/12/01 15:00 | Swindon Supermarine v Gosport Borough | L | 2-1 |
| England - Southern Premier League - South | 2018/11/24 15:00 | Gosport Borough v Hendon | W | 3-1 |
| England - Southern Premier League - South | 2018/11/21 19:45 | Farnborough v Gosport Borough | L | 2-1 |