| 1 | Fri 11 Jul | 53-0 v Hamworthy UnitedHamworthy United 0-3 Dorchester Town | Friendly |
| 2 | Tue 15 Jul | 50-0 v Hamworthy RecreationHamworthy Recreation 0-0 Dorchester Town | Friendly |
| 3 | Tue 29 Jul | 52-2 v Cobham SportsCobham Sports 2-2 Dorchester Town | Friendly |
| 4 | Sat 2 Aug | 52-0 v Exmouth TownDorchester Town 2-0 Exmouth Town | Friendly |
| 5 | Sat 9 Aug | 50-0 v UxbridgeUxbridge 0-0 Dorchester Town | Southern League - Premier South |
| 6 | Tue 12 Aug | 51-3 v Tiverton TownDorchester Town 1-3 Tiverton Town | Southern League - Premier South |
| 7 | Sat 15 Nov | 50-2 v Dover AthleticDover Athletic 2-0 Dorchester Town | Isuzu FA Trophy Second Round |
| 8 | Sat 22 Nov | 51-4 v Evesham UnitedEvesham United 4-1 Dorchester Town | Southern League - Premier South |
| 9 | Sat 6 Dec | 52-1 v Hungerford TownDorchester Town 2-1 Hungerford Town | Southern League - Premier South |
| 10 | Sat 10 Jan | 50-2 v UxbridgeDorchester Town 0-2 Uxbridge | Southern League - Premier South |
| 11 | Wed 14 Jan | 51-3 v Havant & WaterloovilleHavant & Waterlooville 3-1 Dorchester Town | Southern League - Premier South |
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