| 1 | Sat 9 Aug | 6 1-3 v Evesham UnitedWeymouth 1-3 Evesham United | Southern League - Premier South |
| 2 | Tue 12 Aug | 62-0 v Plymouth ParkwayPlymouth Parkway 0-2 Weymouth | Southern League - Premier South |
| 3 | Sat 16 Aug | 6 2-3 v SholingSholing 3-2 Weymouth | Southern League - Premier South |
| 4 | Sat 23 Aug | 61-1 v Bracknell TownWeymouth 1-1 Bracknell Town | Southern League - Premier South |
| 5 | Mon 25 Aug | 60-3 v Wimborne TownWimborne Town 3-0 Weymouth | Southern League - Premier South |
| 6 | Sat 6 Sep | 60-0 v Hanwell TownWeymouth 0-0 Hanwell Town | Southern League - Premier South |
| 7 | Wed 10 Sep | 6 1-1 v Taunton TownTaunton Town 1-1 Weymouth | Southern League - Premier South |
| 8 | Sat 20 Sep | 60-3 v Gloucester CityWeymouth 0-3 Gloucester City | Southern League - Premier South |
| 9 | Tue 23 Sep | 60-2 v Gosport BoroughWeymouth 0-2 Gosport Borough | Southern League - Premier South |
| 10 | Sat 27 Sep | 64-1 v Tiverton TownWeymouth 4-1 Tiverton Town | Southern League - Premier South |
| 11 | Sat 11 Oct | 6 0-6 v Poole TownPoole Town 6-0 Weymouth | Southern League - Premier South |
| 12 | Sat 18 Oct | 63-2 v Farnham TownFarnham Town 2-3 Weymouth | Southern League - Premier South |
| 13 | Sat 25 Oct | 60-0 v Hungerford TownHungerford Town 0-0 Weymouth | Southern League - Premier South |
| 14 | Sat 1 Nov | 62-2 v Yate TownWeymouth 2-2 Yate Town | Southern League - Premier South |
| 15 | Sat 8 Nov | 60-4 v Walton & HershamWalton & Hersham 4-0 Weymouth | Southern League - Premier South |
| 16 | Sat 15 Nov | 61-2 v Basingstoke TownWeymouth 1-2 Basingstoke Town | Southern League - Premier South |
| 17 | Tue 18 Nov | 62-0 v Taunton TownWeymouth 2-0 Taunton Town | Southern League - Premier South |
| 18 | Sat 22 Nov | 60-2 v Havant & WaterloovilleHavant & Waterlooville 2-0 Weymouth | Southern League - Premier South |
| 19 | Wed 26 Nov | 63-4 v Gosport BoroughGosport Borough 4-3 Weymouth | Southern League - Premier South |
| 20 | Sat 6 Dec | 6 0-4 v Chertsey TownChertsey Town 4-0 Weymouth | Southern League - Premier South |
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