| 1 | Sat 19 Jul | 16-1 v BridportDorchester Town 6-1 Bridport | Friendly |
| 2 | Sat 4 Oct | 14-0 v BidefordDorchester Town 4-0 Bideford | Isuzu FA Trophy Third Qualifying Round |
| 3 | Tue 28 Oct | 11-1 v Basingstoke TownBasingstoke Town 1-1 Dorchester Town | Isuzu FA Trophy First Round |
| 4 | Sat 1 Nov | 12-2 v Bracknell TownBracknell Town 2-2 Dorchester Town | Southern League - Premier South |
| 5 | Sat 8 Nov | 10-0 v Chertsey TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 6 | Sat 15 Nov | 1 0-2 v Dover AthleticDover Athletic 2-0 Dorchester Town | Isuzu FA Trophy Second Round |
| 7 | Tue 18 Nov | 12-2 v Plymouth ParkwayDorchester Town 2-2 Plymouth Parkway | Southern League - Premier South |
| 8 | Sat 22 Nov | 11-4 v Evesham UnitedEvesham United 4-1 Dorchester Town | Southern League - Premier South |
| 9 | Wed 26 Nov | 11-1 v Taunton TownTaunton Town 1-1 Dorchester Town | Southern League - Premier South |
| 10 | Sat 29 Nov | 12-2 v Gosport BoroughDorchester Town 2-2 Gosport Borough | Southern League - Premier South |
| 11 | Sat 6 Dec | 12-1 v Hungerford TownDorchester Town 2-1 Hungerford Town | Southern League - Premier South |
| 12 | Sat 13 Dec | 11-2 v SholingSholing 2-1 Dorchester Town | Southern League - Premier South |
| 13 | Sat 27 Dec | 11-2 v WeymouthDorchester Town 1-2 Weymouth | Southern League - Premier South |
| 14 | Sat 10 Jan | 10-2 v UxbridgeDorchester Town 0-2 Uxbridge | Southern League - Premier South |
| 15 | Wed 14 Jan | 11-3 v Havant & WaterloovilleHavant & Waterlooville 3-1 Dorchester Town | Southern League - Premier South |
| 16 | Sat 24 Jan | 14-3 v Havant & WaterloovilleDorchester Town 4-3 Havant & Waterlooville | Southern League - Premier South |
| 17 | Sat 31 Jan | 11-4 v Hanwell TownDorchester Town 1-4 Hanwell Town | Southern League - Premier South |
| 18 | Sat 7 Feb | 11-0 v Yate TownYate Town 0-1 Dorchester Town | Southern League - Premier South |
| 19 | Sat 14 Feb | 11-0 v Evesham UnitedDorchester Town 1-0 Evesham United | Southern League - Premier South |
| 20 | Sat 21 Feb | 12-2 v Gosport BoroughGosport Borough 2-2 Dorchester Town | Southern League - Premier South |
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