| 1 | Sat 22 Aug | 123-1 v Winchester CityDorchester Town 3-1 Winchester City | Emirates FA Cup Preliminary Round |
| 2 | Sat 29 Aug | 121-2 v Larkhall AthleticLarkhall Athletic 2-1 Dorchester Town | FA Trophy First Qualifying Round |
| 3 | Mon 31 Aug | 121-0 v Hungerford TownDorchester Town 1-0 Hungerford Town | Southern League - South Division |
| 4 | Sat 5 Sep | 203-2 v Brixham AFCBrixham AFC 2-3 Dorchester Town | Emirates FA Cup First Qualifying Round |
| 5 | Tue 15 Sep | 202-1 v Tiverton TownDorchester Town 2-1 Tiverton Town | Southern League - South Division |
| 6 | Sat 19 Sep | 200-2 v Oxford CityDorchester Town 0-2 Oxford City | Emirates FA Cup Second Qualifying Round |
| 7 | Sat 26 Sep | 204-1 v Exmouth TownDorchester Town 4-1 Exmouth Town | Southern League - South Division |
| 8 | Tue 29 Sep | 203-1 v BidefordBideford 1-3 Dorchester Town | Southern League - South Division |
| 9 | Sat 3 Oct | 201-0 v Swindon SupermarineSwindon Supermarine 0-1 Dorchester Town | Southern League - South Division |
| 10 | Sat 10 Oct | 202-1 v HartpuryDorchester Town 2-1 Hartpury | Southern League - South Division |
| 11 | Tue 13 Oct | 203-0 v Melksham TownDorchester Town 3-0 Melksham Town | Southern League - South Division |
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