| 1 | Fri 10 Jul | 205-1 v DowntonDorchester Town 5-1 Downton | Friendly | 2 |
| 2 | Sat 18 Jul | 113-1 v East Cowes Victoria AthleticDorchester Town 3-1 East Cowes Victoria Athletic | Friendly | 1 |
| 3 | Sat 8 Aug | 111-5 v WeymouthWeymouth 5-1 Dorchester Town | Southern League - South Division | 1 |
| 4 | Sat 15 Aug | 11 3-2 v Willand RoversWilland Rovers 2-3 Dorchester Town | Southern League - South Division | 1 |
| 5 | Sat 29 Aug | 111-2 v Larkhall AthleticLarkhall Athletic 2-1 Dorchester Town | FA Trophy First Qualifying Round | 1 |
| 6 | Sat 5 Sep | 113-2 v Brixham AFCBrixham AFC 2-3 Dorchester Town | Emirates FA Cup First Qualifying Round | 1 |
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