| 1 | Tue 5 Jul 2022 | 60-1 v AFC PortchesterDorchester Town 0-1 AFC Portchester | Friendly |
| 2 | Tue 12 Jul 2022 | 62-1 v Portland UnitedPortland United 1-2 Dorchester Town | Friendly |
| 3 | Sat 16 Jul 2022 | 42-3 v Wimborne TownDorchester Town 2-3 Wimborne Town | Friendly |
| 4 | Tue 19 Jul 2022 | 122-0 v Bridgwater UnitedBridgwater United 0-2 Dorchester Town | Friendly |
| 5 | Sat 23 Jul 2022 | 33-1 v Hamworthy UnitedDorchester Town 3-1 Hamworthy United | Friendly |
| 6 | Tue 26 Jul 2022 | 30-0 v Yeovil TownDorchester Town 0-0 Yeovil Town | Friendly |
| 7 | Sat 30 Jul 2022 | 60-1 v WeymouthWeymouth 1-0 Dorchester Town | Friendly |
| 8 | Sat 6 Aug 2022 | 32-1 v North LeighDorchester Town 2-1 North Leigh | Southern League - Premier South |
| 9 | Sat 13 Aug 2022 | 30-4 v Truro CityTruro City 4-0 Dorchester Town | Southern League - Premier South |
| 10 | Sat 27 Aug 2022 | 154-2 v Hartley WintneyDorchester Town 4-2 Hartley Wintney | Southern League - Premier South |
| 11 | Mon 29 Aug 2022 | 30-0 v Yate TownYate Town 0-0 Dorchester Town | Southern League - Premier South |
| 12 | Tue 6 Sep 2022 | 151-0 v Wimborne TownDorchester Town 1-0 Wimborne Town | Emirates FA Cup First Qualifying Round Replay |
| 13 | Wed 14 Sep 2022 | 32-3 v Swindon SupermarineSwindon Supermarine 3-2 Dorchester Town | Southern League - Premier South |
| 14 | Sat 17 Sep 2022 | 50-1 v Swindon SupermarineSwindon Supermarine 1-0 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 15 | Sat 8 Oct 2022 | 50-2 v Plymouth ParkwayPlymouth Parkway 2-0 Dorchester Town | Isuzu FA Trophy Third Qualifying Round |
| 16 | Tue 11 Oct 2022 | 60-3 v Weston-super-MareDorchester Town 0-3 Weston-super-Mare | Southern League - Premier South |
| 17 | Sat 15 Oct 2022 | 61-3 v Hayes & Yeading UnitedDorchester Town 1-3 Hayes & Yeading United | Southern League - Premier South |
| 18 | Tue 25 Oct 2022 | 43-1 v Merthyr TownMerthyr Town 1-3 Dorchester Town | Southern League - Premier South |
| 19 | Sat 29 Oct 2022 | 151-0 v SalisburyDorchester Town 1-0 Salisbury | Southern League - Premier South |
| 20 | Sat 5 Nov 2022 | 31-0 v Metropolitan PoliceDorchester Town 1-0 Metropolitan Police | Southern League - Premier South |
| 21 | Sat 12 Nov 2022 | 30-0 v HendonHendon 0-0 Dorchester Town | Southern League - Premier South |
| 22 | Sat 17 Dec 2022 | 161-0 v Truro CityDorchester Town 1-0 Truro City | Southern League - Premier South |
| 23 | Mon 26 Dec 2022 | 150-3 v Poole TownPoole Town 3-0 Dorchester Town | Southern League - Premier South |
| 24 | Mon 2 Jan 2023 | 32-0 v Yate TownDorchester Town 2-0 Yate Town | Southern League - Premier South |
| 25 | Sat 7 Jan 2023 | 34-2 v Hartley WintneyHartley Wintney 2-4 Dorchester Town | Southern League - Premier South |
| 26 | Sat 28 Jan 2023 | 163-4 v Swindon SupermarineDorchester Town 3-4 Swindon Supermarine | Southern League - Premier South |
| 27 | Sat 4 Feb 2023 | 30-3 v Tiverton TownTiverton Town 3-0 Dorchester Town | Southern League - Premier South |
| 28 | Tue 7 Feb 2023 | 30-2 v North LeighNorth Leigh 2-0 Dorchester Town | Southern League - Premier South |
| 29 | Sat 11 Feb 2023 | 143-0 v Hanwell TownDorchester Town 3-0 Hanwell Town | Southern League - Premier South |
| 30 | Tue 14 Feb 2023 | 140-3 v Plymouth ParkwayPlymouth Parkway 3-0 Dorchester Town | Southern League - Premier South |
| 31 | Sat 18 Feb 2023 | 31-2 v Bracknell TownDorchester Town 1-2 Bracknell Town | Southern League - Premier South |
| 32 | Sat 25 Feb 2023 | 31-3 v Weston-super-MareWeston-super-Mare 3-1 Dorchester Town | Southern League - Premier South |
| 33 | Sat 4 Mar 2023 | 32-2 v Gosport BoroughDorchester Town 2-2 Gosport Borough | Southern League - Premier South |
| 34 | Sat 11 Mar 2023 | 30-2 v Bracknell TownBracknell Town 2-0 Dorchester Town | Southern League - Premier South |
| 35 | Sat 18 Mar 2023 | 40-4 v Hayes & Yeading UnitedHayes & Yeading United 4-0 Dorchester Town | Southern League - Premier South |
| 36 | Tue 28 Mar 2023 | 52-1 v Harrow BoroughHarrow Borough 1-2 Dorchester Town | Southern League - Premier South |
| 37 | Sat 1 Apr 2023 | 62-2 v SalisburySalisbury 2-2 Dorchester Town | Southern League - Premier South |
| 38 | Fri 7 Apr 2023 | 60-2 v Chesham UnitedChesham United 2-0 Dorchester Town | Southern League - Premier South |
| 39 | Mon 10 Apr 2023 | 51-6 v Poole TownDorchester Town 1-6 Poole Town | Southern League - Premier South |
| 40 | Sat 15 Apr 2023 | 53-2 v HendonDorchester Town 3-2 Hendon | Southern League - Premier South |
| 41 | Sat 22 Apr 2023 | 43-1 v Metropolitan PoliceMetropolitan Police 1-3 Dorchester Town | Southern League - Premier South |
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