| 1 | Tue 16 Aug 2022 | 13-1 v Plymouth ParkwayDorchester Town 3-1 Plymouth Parkway | Southern League - Premier South |
| 2 | Sat 20 Aug 2022 | 11-0 v Beaconsfield TownBeaconsfield Town 0-1 Dorchester Town | Southern League - Premier South |
| 3 | Sat 27 Aug 2022 | 14-2 v Hartley WintneyDorchester Town 4-2 Hartley Wintney | Southern League - Premier South |
| 4 | Mon 29 Aug 2022 | 10-0 v Yate TownYate Town 0-0 Dorchester Town | Southern League - Premier South |
| 5 | Sat 3 Sep 2022 | 10-0 v Wimborne TownWimborne Town 0-0 Dorchester Town | Emirates FA Cup First Qualifying Round |
| 6 | Tue 6 Sep 2022 | 11-0 v Wimborne TownDorchester Town 1-0 Wimborne Town | Emirates FA Cup First Qualifying Round Replay |
| 7 | Wed 14 Sep 2022 | 12-3 v Swindon SupermarineSwindon Supermarine 3-2 Dorchester Town | Southern League - Premier South |
| 8 | Sat 17 Sep 2022 | 10-1 v Swindon SupermarineSwindon Supermarine 1-0 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 24 Sep 2022 | 11-2 v Hanwell TownHanwell Town 2-1 Dorchester Town | Southern League - Premier South |
| 10 | Tue 27 Sep 2022 | 11-2 v Tiverton TownDorchester Town 1-2 Tiverton Town | Southern League - Premier South |
| 11 | Sat 1 Oct 2022 | 13-2 v Harrow BoroughDorchester Town 3-2 Harrow Borough | Southern League - Premier South |
| 12 | Sat 8 Oct 2022 | 10-2 v Plymouth ParkwayPlymouth Parkway 2-0 Dorchester Town | Isuzu FA Trophy Third Qualifying Round |
| 13 | Sat 15 Oct 2022 | 11-3 v Hayes & Yeading UnitedDorchester Town 1-3 Hayes & Yeading United | Southern League - Premier South |
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