| 1 | Fri 11 Jul | 143-0 v Hamworthy UnitedHamworthy United 0-3 Dorchester Town | Friendly |
| 2 | Tue 15 Jul | 140-0 v Hamworthy RecreationHamworthy Recreation 0-0 Dorchester Town | Friendly |
| 3 | Sat 6 Sep | 140-2 v Gloucester CityGloucester City 2-0 Dorchester Town | Southern League - Premier South |
| 4 | Tue 9 Sep | 143-3 v Plymouth ParkwayPlymouth Parkway 3-3 Dorchester Town | Southern League - Premier South |
| 5 | Sat 13 Sep | 143-1 v Brixham AFCBrixham AFC 1-3 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 6 | Sat 20 Sep | 142-0 v Yate TownDorchester Town 2-0 Yate Town | Southern League - Premier South |
| 7 | Tue 23 Sep | 141-4 v Taunton TownDorchester Town 1-4 Taunton Town | Southern League - Premier South |
| 8 | Sat 27 Sep | 140-3 v Farnham TownFarnham Town 3-0 Dorchester Town | Emirates FA Cup Third Qualifying Round |
| 9 | Sat 4 Oct | 144-0 v BidefordDorchester Town 4-0 Bideford | Isuzu FA Trophy Third Qualifying Round |
| 10 | Sat 11 Oct | 14 2-0 v Hanwell TownHanwell Town 0-2 Dorchester Town | Southern League - Premier South |
| 11 | Tue 14 Oct | 140-2 v Poole TownPoole Town 2-0 Dorchester Town | Southern League - Premier South |
| 12 | Sat 18 Oct | 140-2 v Wimborne TownDorchester Town 0-2 Wimborne Town | Southern League - Premier South |
| 13 | Sat 1 Nov | 142-2 v Bracknell TownBracknell Town 2-2 Dorchester Town | Southern League - Premier South |
| 14 | Sat 8 Nov | 140-0 v Chertsey TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 15 | Sat 15 Nov | 140-2 v Dover AthleticDover Athletic 2-0 Dorchester Town | Isuzu FA Trophy Second Round |
| 16 | Tue 18 Nov | 142-2 v Plymouth ParkwayDorchester Town 2-2 Plymouth Parkway | Southern League - Premier South |
| 17 | Sat 22 Nov | 141-4 v Evesham UnitedEvesham United 4-1 Dorchester Town | Southern League - Premier South |
| 18 | Wed 26 Nov | 141-1 v Taunton TownTaunton Town 1-1 Dorchester Town | Southern League - Premier South |
| 19 | Sat 29 Nov | 142-2 v Gosport BoroughDorchester Town 2-2 Gosport Borough | Southern League - Premier South |
| 20 | Sat 6 Dec | 142-1 v Hungerford TownDorchester Town 2-1 Hungerford Town | Southern League - Premier South |
| 21 | Sat 24 Jan | 144-3 v Havant & WaterloovilleDorchester Town 4-3 Havant & Waterlooville | Southern League - Premier South |
| 22 | Sat 31 Jan | 141-4 v Hanwell TownDorchester Town 1-4 Hanwell Town | Southern League - Premier South |
| 23 | Sat 7 Feb | 141-0 v Yate TownYate Town 0-1 Dorchester Town | Southern League - Premier South |
| 24 | Sat 14 Feb | 141-0 v Evesham UnitedDorchester Town 1-0 Evesham United | Southern League - Premier South |
| 25 | Sat 21 Feb | 142-2 v Gosport BoroughGosport Borough 2-2 Dorchester Town | Southern League - Premier South |
| 26 | Tue 24 Feb | 141-0 v Tiverton TownTiverton Town 0-1 Dorchester Town | Southern League - Premier South |
| 27 | Sat 28 Feb | 14 2-1 v Wimborne TownWimborne Town 1-2 Dorchester Town | Southern League - Premier South |
| 28 | Tue 3 Mar | 141-2 v Chertsey TownChertsey Town 2-1 Dorchester Town | Southern League - Premier South |
| 29 | Sat 7 Mar | 14 1-1 v Poole TownDorchester Town 1-1 Poole Town | Southern League - Premier South |
| 30 | Sat 14 Mar | 141-1 v Basingstoke TownBasingstoke Town 1-1 Dorchester Town | Southern League - Premier South |
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