| 1 | Sat 18 Jul | 123-1 v East Cowes Victoria AthleticDorchester Town 3-1 East Cowes Victoria Athletic | Friendly |
| 2 | Tue 21 Jul | 122-1 v BrockenhurstBrockenhurst 1-2 Dorchester Town | Friendly |
| 3 | Sat 25 Jul | 121-3 v BashleyBashley 3-1 Dorchester Town | Friendly |
| 4 | Tue 15 Sep | 122-1 v Tiverton TownDorchester Town 2-1 Tiverton Town | Southern League - South Division |
| 5 | Sat 19 Sep | 120-2 v Oxford CityDorchester Town 0-2 Oxford City | Emirates FA Cup Second Qualifying Round |
| 6 | Sat 26 Sep | 124-1 v Exmouth TownDorchester Town 4-1 Exmouth Town | Southern League - South Division |
| 7 | Tue 29 Sep | 123-1 v BidefordBideford 1-3 Dorchester Town | Southern League - South Division |
| 8 | Sat 3 Oct | 12 1-0 v Swindon SupermarineSwindon Supermarine 0-1 Dorchester Town | Southern League - South Division |
| 9 | Sat 10 Oct | 122-1 v HartpuryDorchester Town 2-1 Hartpury | Southern League - South Division |
| 10 | Tue 13 Oct | 123-0 v Melksham TownDorchester Town 3-0 Melksham Town | Southern League - South Division |
| 11 | Sat 17 Oct | 123-1 v Sporting Club InkberrowSporting Club Inkberrow 1-3 Dorchester Town | Southern League - South Division |
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