| 1 | Tue 21 Oct | 141-0 v Basingstoke TownDorchester Town 1-0 Basingstoke Town | Southern League - Premier South |
| 2 | Tue 28 Oct | 141-1 v Basingstoke TownBasingstoke Town 1-1 Dorchester Town | Isuzu FA Trophy First Round |
| 3 | Sat 1 Nov | 202-2 v Bracknell TownBracknell Town 2-2 Dorchester Town | Southern League - Premier South |
| 4 | Sat 8 Nov | 200-0 v Chertsey TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 5 | Sat 15 Nov | 200-2 v Dover AthleticDover Athletic 2-0 Dorchester Town | Isuzu FA Trophy Second Round |
| 6 | Tue 18 Nov | 202-2 v Plymouth ParkwayDorchester Town 2-2 Plymouth Parkway | Southern League - Premier South |
| 7 | Sat 22 Nov | 201-4 v Evesham UnitedEvesham United 4-1 Dorchester Town | Southern League - Premier South |
| 8 | Wed 26 Nov | 201-1 v Taunton TownTaunton Town 1-1 Dorchester Town | Southern League - Premier South |
| 9 | Sat 29 Nov | 202-2 v Gosport BoroughDorchester Town 2-2 Gosport Borough | Southern League - Premier South |
| 10 | Sat 6 Dec | 202-1 v Hungerford TownDorchester Town 2-1 Hungerford Town | Southern League - Premier South |
| 11 | Sat 13 Dec | 201-2 v SholingSholing 2-1 Dorchester Town | Southern League - Premier South |
| 12 | Sat 27 Dec | 201-2 v WeymouthDorchester Town 1-2 Weymouth | Southern League - Premier South |
| 13 | Sat 10 Jan | 200-2 v UxbridgeDorchester Town 0-2 Uxbridge | Southern League - Premier South |
| 14 | Wed 14 Jan | 201-3 v Havant & WaterloovilleHavant & Waterlooville 3-1 Dorchester Town | Southern League - Premier South |
| 15 | Sat 24 Jan | 204-3 v Havant & WaterloovilleDorchester Town 4-3 Havant & Waterlooville | Southern League - Premier South |
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