| 1 | Fri 11 Jul | 203-0 v Hamworthy UnitedHamworthy United 0-3 Dorchester Town | Friendly |
| 2 | Tue 15 Jul | 200-0 v Hamworthy RecreationHamworthy Recreation 0-0 Dorchester Town | Friendly |
| 3 | Sat 19 Jul | 206-1 v BridportDorchester Town 6-1 Bridport | Friendly |
| 4 | Tue 29 Jul | 202-2 v Cobham SportsCobham Sports 2-2 Dorchester Town | Friendly |
| 5 | Sat 2 Aug | 202-0 v Exmouth TownDorchester Town 2-0 Exmouth Town | Friendly |
| 6 | Sat 9 Aug | 200-0 v UxbridgeUxbridge 0-0 Dorchester Town | Southern League - Premier South |
| 7 | Tue 12 Aug | 201-3 v Tiverton TownDorchester Town 1-3 Tiverton Town | Southern League - Premier South |
| 8 | Sat 16 Aug | 203-3 v Walton & HershamDorchester Town 3-3 Walton & Hersham | Southern League - Premier South |
| 9 | Sat 30 Aug | 201-0 v SlimbridgeSlimbridge 0-1 Dorchester Town | Emirates FA Cup First Qualifying Round |
| 10 | Tue 9 Sep | 203-3 v Plymouth ParkwayPlymouth Parkway 3-3 Dorchester Town | Southern League - Premier South |
| 11 | Sat 13 Sep | 203-1 v Brixham AFCBrixham AFC 1-3 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 12 | Sat 20 Sep | 202-0 v Yate TownDorchester Town 2-0 Yate Town | Southern League - Premier South |
| 13 | Tue 23 Sep | 201-4 v Taunton TownDorchester Town 1-4 Taunton Town | Southern League - Premier South |
| 14 | Sat 27 Sep | 200-3 v Farnham TownFarnham Town 3-0 Dorchester Town | Emirates FA Cup Third Qualifying Round |
| 15 | Sat 4 Oct | 204-0 v BidefordDorchester Town 4-0 Bideford | Isuzu FA Trophy Third Qualifying Round |
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