| 1 | Sat 26 Aug | 20-2 v Chesham UnitedDorchester Town 0-2 Chesham United | Southern League - Premier South |
| 2 | Mon 28 Aug | 22-1 v Poole TownPoole Town 1-2 Dorchester Town | Southern League - Premier South |
| 3 | Sat 2 Sep | 20-2 v Plymouth ParkwayPlymouth Parkway 2-0 Dorchester Town | Emirates FA Cup First Qualifying Round |
| 4 | Sat 9 Sep | 22-1 v Swindon SupermarineDorchester Town 2-1 Swindon Supermarine | Southern League - Premier South |
| 5 | Tue 12 Sep | 21-1 v Hungerford TownHungerford Town 1-1 Dorchester Town | Southern League - Premier South |
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