Home History
| England - Southern Premier League - South | 2018/09/29 14:00 | Wimborne Town v Beaconsfield | L | 0-1 |
| England - Southern Premier League - South | 2018/09/15 14:00 | Basingstoke v Wimborne Town | L | 3-2 |
| England - FA Cup - Qualifikation | 2018/09/11 18:45 | Dorchester v Wimborne Town | L | 3-0 |
| England - FA Cup - Qualifikation | 2018/09/08 14:00 | Wimborne Town v Dorchester | D | 1-1 |
| England - Southern Premier League - South | 2018/09/01 14:00 | Chesham v Wimborne Town | D | 1-1 |
| England - Southern Premier League - South | 2018/08/27 14:00 | Wimborne Town v Poole Town | L | 0-4 |
| England - Southern Premier League - South | 2018/08/18 14:00 | Wimborne Town v Harrow Borough | W | 5-3 |
| England - Southern Premier League - South | 2018/08/14 18:45 | Wimborne Town v Dorchester | L | 2-4 |
Away History
| England - Southern Premier League - South | 2018/09/29 14:00 | Staines Town v Weymouth | W | 1-4 |
| England - Southern Premier League - South | 2018/09/15 14:00 | Weymouth v Hartley Wintney | D | 2-2 |
| England - FA Cup - Qualifikation | 2018/09/11 18:45 | Banbury v Weymouth | L | 2-1 |
| England - FA Cup - Qualifikation | 2018/09/08 14:00 | Weymouth v Banbury | D | 1-1 |
| England - Southern Premier League - South | 2018/09/01 14:00 | Farnborough v Weymouth | L | 4-3 |
| England - Southern Premier League - South | 2018/08/27 12:00 | Weymouth v Dorchester | W | 5-0 |
| England - Southern Premier League - South | 2018/08/25 14:00 | Chesham v Weymouth | W | 0-5 |
| England - Southern Premier League - South | 2018/08/18 14:00 | Weymouth v Beaconsfield | D | 1-1 |