| 1 | Tue 5 Jul 2022 | 20-1 v AFC PortchesterDorchester Town 0-1 AFC Portchester | Friendly |
| 2 | Sat 9 Jul 2022 | 40-3 v SholingDorchester Town 0-3 Sholing | Friendly |
| 3 | Tue 12 Jul 2022 | 42-1 v Portland UnitedPortland United 1-2 Dorchester Town | Friendly |
| 4 | Sat 16 Jul 2022 | 22-3 v Wimborne TownDorchester Town 2-3 Wimborne Town | Friendly |
| 5 | Tue 19 Jul 2022 | 142-0 v Bridgwater UnitedBridgwater United 0-2 Dorchester Town | Friendly |
| 6 | Sat 23 Jul 2022 | 43-1 v Hamworthy UnitedDorchester Town 3-1 Hamworthy United | Friendly |
| 7 | Tue 26 Jul 2022 | 150-0 v Yeovil TownDorchester Town 0-0 Yeovil Town | Friendly |
| 8 | Sat 30 Jul 2022 | 40-1 v WeymouthWeymouth 1-0 Dorchester Town | Friendly |
| 9 | Sat 6 Aug 2022 | 42-1 v North LeighDorchester Town 2-1 North Leigh | Southern League - Premier South |
| 10 | Sat 13 Aug 2022 | 40-4 v Truro CityTruro City 4-0 Dorchester Town | Southern League - Premier South |
| 11 | Sat 20 Aug 2022 | 41-0 v Beaconsfield TownBeaconsfield Town 0-1 Dorchester Town | Southern League - Premier South |
| 12 | Sat 27 Aug 2022 | 44-2 v Hartley WintneyDorchester Town 4-2 Hartley Wintney | Southern League - Premier South |
| 13 | Mon 29 Aug 2022 | 20-0 v Yate TownYate Town 0-0 Dorchester Town | Southern League - Premier South |
| 14 | Sat 3 Sep 2022 | 160-0 v Wimborne TownWimborne Town 0-0 Dorchester Town | Emirates FA Cup First Qualifying Round |
| 15 | Tue 6 Sep 2022 | 21-0 v Wimborne TownDorchester Town 1-0 Wimborne Town | Emirates FA Cup First Qualifying Round Replay |
| 16 | Wed 14 Sep 2022 | 22-3 v Swindon SupermarineSwindon Supermarine 3-2 Dorchester Town | Southern League - Premier South |
| 17 | Sat 17 Sep 2022 | 40-1 v Swindon SupermarineSwindon Supermarine 1-0 Dorchester Town | Emirates FA Cup Second Qualifying Round |
| 18 | Tue 27 Sep 2022 | 21-2 v Tiverton TownDorchester Town 1-2 Tiverton Town | Southern League - Premier South |
| 19 | Sat 1 Oct 2022 | 63-2 v Harrow BoroughDorchester Town 3-2 Harrow Borough | Southern League - Premier South |
| 20 | Tue 11 Oct 2022 | 40-3 v Weston-super-MareDorchester Town 0-3 Weston-super-Mare | Southern League - Premier South |
| 21 | Sat 15 Oct 2022 | 21-3 v Hayes & Yeading UnitedDorchester Town 1-3 Hayes & Yeading United | Southern League - Premier South |
| 22 | Sat 22 Oct 2022 | 62-2 v Gosport BoroughGosport Borough 2-2 Dorchester Town | Southern League - Premier South |
| 23 | Tue 25 Oct 2022 | 23-1 v Merthyr TownMerthyr Town 1-3 Dorchester Town | Southern League - Premier South |
| 24 | Sat 29 Oct 2022 | 21-0 v SalisburyDorchester Town 1-0 Salisbury | Southern League - Premier South |
| 25 | Sat 5 Nov 2022 | 61-0 v Metropolitan PoliceDorchester Town 1-0 Metropolitan Police | Southern League - Premier South |
| 26 | Sat 12 Nov 2022 | 20-0 v HendonHendon 0-0 Dorchester Town | Southern League - Premier South |
| 27 | Sat 26 Nov 2022 | 21-1 v Winchester CityWinchester City 1-1 Dorchester Town | Southern League - Premier South |
| 28 | Sat 3 Dec 2022 | 21-3 v Chesham UnitedDorchester Town 1-3 Chesham United | Southern League - Premier South |
| 29 | Sat 17 Dec 2022 | 171-0 v Truro CityDorchester Town 1-0 Truro City | Southern League - Premier South |
| 30 | Mon 26 Dec 2022 | 160-3 v Poole TownPoole Town 3-0 Dorchester Town | Southern League - Premier South |
| 31 | Mon 2 Jan 2023 | 22-0 v Yate TownDorchester Town 2-0 Yate Town | Southern League - Premier South |
| 32 | Sat 7 Jan 2023 | 24-2 v Hartley WintneyHartley Wintney 2-4 Dorchester Town | Southern League - Premier South |
| 33 | Sat 28 Jan 2023 | 173-4 v Swindon SupermarineDorchester Town 3-4 Swindon Supermarine | Southern League - Premier South |
| 34 | Sat 4 Feb 2023 | 20-3 v Tiverton TownTiverton Town 3-0 Dorchester Town | Southern League - Premier South |
| 35 | Tue 7 Feb 2023 | 20-2 v North LeighNorth Leigh 2-0 Dorchester Town | Southern League - Premier South |
| 36 | Sat 11 Feb 2023 | 163-0 v Hanwell TownDorchester Town 3-0 Hanwell Town | Southern League - Premier South |
| 37 | Tue 14 Feb 2023 | 160-3 v Plymouth ParkwayPlymouth Parkway 3-0 Dorchester Town | Southern League - Premier South |
| 38 | Sat 18 Feb 2023 | 21-2 v Bracknell TownDorchester Town 1-2 Bracknell Town | Southern League - Premier South |
| 39 | Sat 25 Feb 2023 | 21-3 v Weston-super-MareWeston-super-Mare 3-1 Dorchester Town | Southern League - Premier South |
| 40 | Sat 4 Mar 2023 | 62-2 v Gosport BoroughDorchester Town 2-2 Gosport Borough | Southern League - Premier South |
| 41 | Sat 11 Mar 2023 | 60-2 v Bracknell TownBracknell Town 2-0 Dorchester Town | Southern League - Premier South |
| 42 | Tue 14 Mar 2023 | 20-2 v Beaconsfield TownDorchester Town 0-2 Beaconsfield Town | Southern League - Premier South |
| 43 | Sat 18 Mar 2023 | 20-4 v Hayes & Yeading UnitedHayes & Yeading United 4-0 Dorchester Town | Southern League - Premier South |
| 44 | Sat 25 Mar 2023 | 20-2 v Merthyr TownDorchester Town 0-2 Merthyr Town | Southern League - Premier South |
| 45 | Tue 28 Mar 2023 | 22-1 v Harrow BoroughHarrow Borough 1-2 Dorchester Town | Southern League - Premier South |
| 46 | Sat 1 Apr 2023 | 52-2 v SalisburySalisbury 2-2 Dorchester Town | Southern League - Premier South |
| 47 | Fri 7 Apr 2023 | 50-2 v Chesham UnitedChesham United 2-0 Dorchester Town | Southern League - Premier South |
| 48 | Sat 22 Apr 2023 | 23-1 v Metropolitan PoliceMetropolitan Police 1-3 Dorchester Town | Southern League - Premier South |
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