| 1 | Fri 12 Jul | 114-0 v Hamworthy UnitedHamworthy United 0-4 Dorchester Town | Friendly |
| 2 | Sat 20 Jul | 183-1 v Rayners LaneDorchester Town 3-1 Rayners Lane | Friendly |
| 3 | Tue 23 Jul | 36-1 v BashleyBashley 1-6 Dorchester Town | Friendly |
| 4 | Sat 27 Jul | 112-1 v Bemerton Heath HarlequinsDorchester Town 2-1 Bemerton Heath Harlequins | Friendly |
| 5 | Tue 30 Jul | 171-2 v Larkhall AthleticDorchester Town 1-2 Larkhall Athletic | Friendly |
| 6 | Sat 3 Aug | 182-0 v WeymouthWeymouth 0-2 Dorchester Town | Friendly |
| 7 | Sat 31 Aug | 180-2 v Banbury UnitedBanbury United 2-0 Dorchester Town | Emirates FA Cup First Qualifying Round |
| 8 | Sat 7 Sep | 74-0 v Frome TownDorchester Town 4-0 Frome Town | Southern League - Premier South |
| 9 | Sat 21 Sep | 123-1 v Chertsey TownDorchester Town 3-1 Chertsey Town | Southern League - Premier South |
| 10 | Sat 5 Oct | 160-0 v Tiverton TownTiverton Town 0-0 Dorchester Town | Isuzu FA Trophy Third Qualifying Round |
| 11 | Sat 12 Oct | 142-2 v MarlowMarlow 2-2 Dorchester Town | Southern League - Premier South |
| 12 | Sat 19 Oct | 120-3 v Hanwell TownDorchester Town 0-3 Hanwell Town | Southern League - Premier South |
| 13 | Sat 2 Nov | 140-1 v Swindon SupermarineSwindon Supermarine 1-0 Dorchester Town | Southern League - Premier South |
| 14 | Sat 9 Nov | 141-1 v Bracknell TownBracknell Town 1-1 Dorchester Town | Southern League - Premier South |
| 15 | Sat 8 Mar | 140-2 v Gosport BoroughDorchester Town 0-2 Gosport Borough | Southern League - Premier South |
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