| 1 | Sat 9 Aug | 161-3 v Evesham UnitedWeymouth 1-3 Evesham United | Southern League - Premier South |
| 2 | Tue 12 Aug | 15 2-0 v Plymouth ParkwayPlymouth Parkway 0-2 Weymouth | Southern League - Premier South |
| 3 | Sat 16 Aug | 162-3 v SholingSholing 3-2 Weymouth | Southern League - Premier South |
| 4 | Sat 23 Aug | 151-1 v Bracknell TownWeymouth 1-1 Bracknell Town | Southern League - Premier South |
| 5 | Mon 25 Aug | 160-3 v Wimborne TownWimborne Town 3-0 Weymouth | Southern League - Premier South |
| 6 | Tue 18 Nov | 3 0-2 v WeymouthWeymouth 2-0 Taunton Town | Southern League - Premier South |
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