| 1 | Sat 14 Aug 2021 | 41-2 v Beaconsfield TownDorchester Town 1-2 Beaconsfield Town | Southern League - Premier South |
| 2 | Tue 17 Aug 2021 | 91-2 v Taunton TownTaunton Town 2-1 Dorchester Town | Southern League - Premier South |
| 3 | Mon 30 Aug 2021 | 140-1 v Poole TownPoole Town 1-0 Dorchester Town | Southern League - Premier South |
| 4 | Sat 4 Sep 2021 | 6 1-3 v Yate TownDorchester Town 1-3 Yate Town | Emirates FA Cup First Qualifying Round |
| 5 | Sat 9 Oct 2021 | 50-1 v Hayes & Yeading UnitedDorchester Town 0-1 Hayes & Yeading United | Southern League - Premier South |
| 6 | Wed 13 Oct 2021 | 123-2 v Tiverton TownTiverton Town 2-3 Dorchester Town | Southern League - Premier South |
| 7 | Sat 16 Oct 2021 | 6 1-5 v Chesham UnitedChesham United 5-1 Dorchester Town | Southern League - Premier South |
| 8 | Tue 19 Oct 2021 | 63-2 v Hartley WintneyDorchester Town 3-2 Hartley Wintney | Southern League - Premier South |
| 9 | Sat 23 Oct 2021 | 61-2 v FarnboroughDorchester Town 1-2 Farnborough | Southern League - Premier South |
| 10 | Sat 30 Oct 2021 | 60-2 v AFC TottonAFC Totton 2-0 Dorchester Town | Buildbase FA Trophy Third Qualifying Round |
| 11 | Sat 6 Nov 2021 | 20-1 v Swindon SupermarineSwindon Supermarine 1-0 Dorchester Town | Southern League - Premier South |
| 12 | Tue 9 Nov 2021 | 81-1 v Merthyr TownMerthyr Town 1-1 Dorchester Town | Southern League - Premier South |
| 13 | Sat 13 Nov 2021 | 42-0 v Kings LangleyDorchester Town 2-0 Kings Langley | Southern League - Premier South |
| 14 | Sat 27 Nov 2021 | 40-1 v Weston-super-MareWeston-super-Mare 1-0 Dorchester Town | Southern League - Premier South |
| 15 | Sat 4 Dec 2021 | 53-1 v Harrow BoroughDorchester Town 3-1 Harrow Borough | Southern League - Premier South |
| 16 | Mon 27 Dec 2021 | 121-4 v Poole TownDorchester Town 1-4 Poole Town | Southern League - Premier South |
| 17 | Sat 1 Jan 2022 | 51-2 v Yate TownYate Town 2-1 Dorchester Town | Southern League - Premier South |
| 18 | Sat 22 Jan 2022 | 51-2 v Chesham UnitedDorchester Town 1-2 Chesham United | Southern League - Premier South |
| 19 | Tue 25 Jan 2022 | 51-1 v Truro CityDorchester Town 1-1 Truro City | Southern League - Premier South |
| 20 | Sat 29 Jan 2022 | 60-3 v Hayes & Yeading UnitedHayes & Yeading United 3-0 Dorchester Town | Southern League - Premier South |
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