| 1 | Sat 6 Sep | 10-2 v Gloucester CityGloucester City 2-0 Dorchester Town | Southern League - Premier South |
| 2 | Tue 9 Sep | 13 3-3 v Plymouth ParkwayPlymouth Parkway 3-3 Dorchester Town | Southern League - Premier South |
| 3 | Sat 13 Sep | 133-1 v Brixham AFCBrixham AFC 1-3 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 4 | Sat 20 Sep | 132-0 v Yate TownDorchester Town 2-0 Yate Town | Southern League - Premier South |
| 5 | Tue 23 Sep | 131-4 v Taunton TownDorchester Town 1-4 Taunton Town | Southern League - Premier South |
| 6 | Sat 27 Sep | 130-3 v Farnham TownFarnham Town 3-0 Dorchester Town | Emirates FA Cup Third Qualifying Round |
| 7 | Sat 4 Oct | 134-0 v BidefordDorchester Town 4-0 Bideford | Isuzu FA Trophy Third Qualifying Round |
| 8 | Sat 11 Oct | 132-0 v Hanwell TownHanwell Town 0-2 Dorchester Town | Southern League - Premier South |
| 9 | Tue 14 Oct | 130-2 v Poole TownPoole Town 2-0 Dorchester Town | Southern League - Premier South |
| 10 | Sat 18 Oct | 130-2 v Wimborne TownDorchester Town 0-2 Wimborne Town | Southern League - Premier South |
| 11 | Tue 21 Oct | 131-0 v Basingstoke TownDorchester Town 1-0 Basingstoke Town | Southern League - Premier South |
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