| 1 | Fri 11 Jul | 123-0 v Hamworthy UnitedHamworthy United 0-3 Dorchester Town | Friendly |
| 2 | Tue 15 Jul | 120-0 v Hamworthy RecreationHamworthy Recreation 0-0 Dorchester Town | Friendly |
| 3 | Sat 19 Jul | 126-1 v BridportDorchester Town 6-1 Bridport | Friendly |
| 4 | Tue 29 Jul | 122-2 v Cobham SportsCobham Sports 2-2 Dorchester Town | Friendly |
| 5 | Sat 2 Aug | 122-0 v Exmouth TownDorchester Town 2-0 Exmouth Town | Friendly |
| 6 | Sat 9 Aug | 120-0 v UxbridgeUxbridge 0-0 Dorchester Town | Southern League - Premier South |
| 7 | Tue 12 Aug | 121-3 v Tiverton TownDorchester Town 1-3 Tiverton Town | Southern League - Premier South |
| 8 | Sat 16 Aug | 123-3 v Walton & HershamDorchester Town 3-3 Walton & Hersham | Southern League - Premier South |
| 9 | Sat 23 Aug | 120-1 v BerkhamstedBerkhamsted 1-0 Dorchester Town | Southern League - Premier South |
| 10 | Sat 6 Sep | 120-2 v Gloucester CityGloucester City 2-0 Dorchester Town | Southern League - Premier South |
| 11 | Tue 9 Sep | 123-3 v Plymouth ParkwayPlymouth Parkway 3-3 Dorchester Town | Southern League - Premier South |
| 12 | Sat 13 Sep | 123-1 v Brixham AFCBrixham AFC 1-3 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 13 | Sat 11 Oct | 122-0 v Hanwell TownHanwell Town 0-2 Dorchester Town | Southern League - Premier South |
| 14 | Tue 14 Oct | 120-2 v Poole TownPoole Town 2-0 Dorchester Town | Southern League - Premier South |
| 15 | Sat 18 Oct | 120-2 v Wimborne TownDorchester Town 0-2 Wimborne Town | Southern League - Premier South |
| 16 | Wed 26 Nov | 121-1 v Taunton TownTaunton Town 1-1 Dorchester Town | Southern League - Premier South |
| 17 | Sat 29 Nov | 122-2 v Gosport BoroughDorchester Town 2-2 Gosport Borough | Southern League - Premier South |
| 18 | Sat 6 Dec | 122-1 v Hungerford TownDorchester Town 2-1 Hungerford Town | Southern League - Premier South |
| 19 | Sat 13 Dec | 121-2 v SholingSholing 2-1 Dorchester Town | Southern League - Premier South |
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