| 1 | Sat 21 Aug 2021 | 123-1 v HendonHendon 1-3 Dorchester Town | Southern League - Premier South |
| 2 | Sat 28 Aug 2021 | 120-1 v SalisburyDorchester Town 0-1 Salisbury | Southern League - Premier South |
| 3 | Mon 30 Aug 2021 | 40-1 v Poole TownPoole Town 1-0 Dorchester Town | Southern League - Premier South |
| 4 | Sat 4 Sep 2021 | 4 1-3 v Yate TownDorchester Town 1-3 Yate Town | Emirates FA Cup First Qualifying Round |
| 5 | Tue 14 Sep 2021 | 12 0-1 v Weston-super-MareDorchester Town 0-1 Weston-super-Mare | Southern League - Premier South |
| 6 | Sat 30 Oct 2021 | 40-2 v AFC TottonAFC Totton 2-0 Dorchester Town | Buildbase FA Trophy Third Qualifying Round |
| 7 | Sat 6 Nov 2021 | 40-1 v Swindon SupermarineSwindon Supermarine 1-0 Dorchester Town | Southern League - Premier South |
| 8 | Tue 9 Nov 2021 | 41-1 v Merthyr TownMerthyr Town 1-1 Dorchester Town | Southern League - Premier South |
| 9 | Sat 13 Nov 2021 | 12 2-0 v Kings LangleyDorchester Town 2-0 Kings Langley | Southern League - Premier South |
| 10 | Tue 16 Nov 2021 | 43-0 v Wimborne TownDorchester Town 3-0 Wimborne Town | Southern League - Premier South |
| 11 | Sat 20 Nov 2021 | 120-2 v Metropolitan PoliceMetropolitan Police 2-0 Dorchester Town | Southern League - Premier South |
| 12 | Tue 23 Nov 2021 | 40-1 v Truro CityTruro City 1-0 Dorchester Town | Southern League - Premier South |
| 13 | Sat 27 Nov 2021 | 140-1 v Weston-super-MareWeston-super-Mare 1-0 Dorchester Town | Southern League - Premier South |
| 14 | Sat 4 Dec 2021 | 43-1 v Harrow BoroughDorchester Town 3-1 Harrow Borough | Southern League - Premier South |
| 15 | Sat 11 Dec 2021 | 41-1 v Gosport BoroughGosport Borough 1-1 Dorchester Town | Southern League - Premier South |
| 16 | Mon 27 Dec 2021 | 41-4 v Poole TownDorchester Town 1-4 Poole Town | Southern League - Premier South |
| 17 | Sat 1 Jan 2022 | 41-2 v Yate TownYate Town 2-1 Dorchester Town | Southern League - Premier South |
| 18 | Sat 8 Jan 2022 | 40-1 v Taunton TownDorchester Town 0-1 Taunton Town | Southern League - Premier South |
| 19 | Sat 15 Jan 2022 | 40-2 v Beaconsfield TownBeaconsfield Town 2-0 Dorchester Town | Southern League - Premier South |
| 20 | Sat 22 Jan 2022 | 41-2 v Chesham UnitedDorchester Town 1-2 Chesham United | Southern League - Premier South |
| 21 | Tue 25 Jan 2022 | 121-1 v Truro CityDorchester Town 1-1 Truro City | Southern League - Premier South |
| 22 | Sat 29 Jan 2022 | 80-3 v Hayes & Yeading UnitedHayes & Yeading United 3-0 Dorchester Town | Southern League - Premier South |
| 23 | Sat 5 Feb 2022 | 6 1-1 v Tiverton TownDorchester Town 1-1 Tiverton Town | Southern League - Premier South |
| 24 | Sat 12 Feb 2022 | 40-1 v Hartley WintneyHartley Wintney 1-0 Dorchester Town | Southern League - Premier South |
| 25 | Sat 5 Mar 2022 | 61-3 v Merthyr TownDorchester Town 1-3 Merthyr Town | Southern League - Premier South |
| 26 | Sat 16 Apr 2022 | 171-0 v SalisburySalisbury 0-1 Dorchester Town | Southern League - Premier South |
| 27 | Mon 18 Apr 2022 | 40-1 v Yate TownDorchester Town 0-1 Yate Town | Southern League - Premier South |
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