| 1 | Tue 29 Jul | 72-2 v Cobham SportsCobham Sports 2-2 Dorchester Town | Friendly |
| 2 | Sat 2 Aug | 72-0 v Exmouth TownDorchester Town 2-0 Exmouth Town | Friendly |
| 3 | Sat 23 Aug | 70-1 v BerkhamstedBerkhamsted 1-0 Dorchester Town | Southern League - Premier South |
| 4 | Mon 25 Aug | 71-3 v Farnham TownDorchester Town 1-3 Farnham Town | Southern League - Premier South |
| 5 | Sat 30 Aug | 71-0 v SlimbridgeSlimbridge 0-1 Dorchester Town | Emirates FA Cup First Qualifying Round |
| 6 | Sat 6 Sep | 70-2 v Gloucester CityGloucester City 2-0 Dorchester Town | Southern League - Premier South |
| 7 | Tue 9 Sep | 73-3 v Plymouth ParkwayPlymouth Parkway 3-3 Dorchester Town | Southern League - Premier South |
| 8 | Sat 13 Sep | 73-1 v Brixham AFCBrixham AFC 1-3 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 20 Sep | 7 2-0 v Yate TownDorchester Town 2-0 Yate Town | Southern League - Premier South |
| 10 | Tue 23 Sep | 71-4 v Taunton TownDorchester Town 1-4 Taunton Town | Southern League - Premier South |
| 11 | Sat 11 Oct | 72-0 v Hanwell TownHanwell Town 0-2 Dorchester Town | Southern League - Premier South |
| 12 | Tue 14 Oct | 70-2 v Poole TownPoole Town 2-0 Dorchester Town | Southern League - Premier South |
| 13 | Sat 18 Oct | 70-2 v Wimborne TownDorchester Town 0-2 Wimborne Town | Southern League - Premier South |
| 14 | Tue 21 Oct | 71-0 v Basingstoke TownDorchester Town 1-0 Basingstoke Town | Southern League - Premier South |
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