| 1 | Sat 9 Aug | 10 1-3 v Evesham UnitedWeymouth 1-3 Evesham United | Southern League - Premier South | 1 |
| 2 | Sat 1 Nov | 102-2 v Yate TownWeymouth 2-2 Yate Town | Southern League - Premier South | 1 |
| 3 | Sat 20 Dec | 101-2 v Plymouth ParkwayWeymouth 1-2 Plymouth Parkway | Southern League - Premier South | 1 |
| 4 | Sat 27 Dec | 10 2-1 v Dorchester TownDorchester Town 1-2 Weymouth | Southern League - Premier South | 1 |
| 5 | Sat 3 Jan | 101-1 v Wimborne TownWeymouth 1-1 Wimborne Town | Southern League - Premier South | 1 |
| 6 | Sat 17 Jan | 103-1 v Walton & HershamWeymouth 3-1 Walton & Hersham | Southern League - Premier South | 2 |
| 7 | Sat 24 Jan | 10 2-1 v Basingstoke TownBasingstoke Town 1-2 Weymouth | Southern League - Premier South | 2 |
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