| 1 | Sat 12 Aug 2023 | 172-2 v Harrow BoroughDorchester Town 2-2 Harrow Borough | Southern League - Premier South |
| 2 | Mon 28 Aug 2023 | 152-1 v Poole TownPoole Town 1-2 Dorchester Town | Southern League - Premier South |
| 3 | Tue 26 Sep 2023 | 20-5 v Plymouth ParkwayPlymouth Parkway 5-0 Dorchester Town | Southern League - Premier South |
| 4 | Sat 7 Oct 2023 | 161-3 v Merthyr TownMerthyr Town 3-1 Dorchester Town | Isuzu FA Trophy Third Qualifying Round |
| 5 | Sat 11 Nov 2023 | 154-1 v Basingstoke TownDorchester Town 4-1 Basingstoke Town | Southern League - Premier South |
| 6 | Sat 9 Dec 2023 | 62-1 v Swindon SupermarineSwindon Supermarine 1-2 Dorchester Town | Southern League - Premier South |
| 7 | Sat 16 Dec 2023 | 61-2 v Walton & HershamDorchester Town 1-2 Walton & Hersham | Southern League - Premier South |
| 8 | Sat 23 Dec 2023 | 160-2 v Chesham UnitedChesham United 2-0 Dorchester Town | Southern League - Premier South |
| 9 | Sat 6 Jan 2024 | 62-4 v Hungerford TownDorchester Town 2-4 Hungerford Town | Southern League - Premier South |
| 10 | Sat 13 Jan 2024 | 62-0 v Harrow BoroughHarrow Borough 0-2 Dorchester Town | Southern League - Premier South |
| 11 | Sat 20 Jan 2024 | 63-2 v Merthyr TownDorchester Town 3-2 Merthyr Town | Southern League - Premier South |
| 12 | Sat 27 Jan 2024 | 160-0 v Plymouth ParkwayDorchester Town 0-0 Plymouth Parkway | Southern League - Premier South |
| 13 | Sat 3 Feb 2024 | 151-0 v Didcot TownDidcot Town 0-1 Dorchester Town | Southern League - Premier South |
| 14 | Tue 6 Feb 2024 | 161-1 v Hanwell TownHanwell Town 1-1 Dorchester Town | Southern League - Premier South |
| 15 | Sat 30 Mar 2024 | 161-1 v Winchester CityWinchester City 1-1 Dorchester Town | Southern League - Premier South |
| 16 | Sat 6 Apr 2024 | 41-0 v Hayes & Yeading UnitedHayes & Yeading United 0-1 Dorchester Town | Southern League - Premier South |
| 17 | Tue 9 Apr 2024 | 42-1 v SholingSholing 1-2 Dorchester Town | Southern League - Premier South |
| 18 | Sat 13 Apr 2024 | 42-1 v Hanwell TownDorchester Town 2-1 Hanwell Town | Southern League - Premier South |
| 19 | Tue 16 Apr 2024 | 42-0 v Tiverton TownTiverton Town 0-2 Dorchester Town | Southern League - Premier South |
| 20 | Sat 20 Apr 2024 | 41-3 v Basingstoke TownBasingstoke Town 3-1 Dorchester Town | Southern League - Premier South |
| 21 | Sat 27 Apr 2024 | 40-4 v AFC TottonDorchester Town 0-4 AFC Totton | Southern League - Premier South |
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