| 1 | Sat 6 Jan 2024 | 12-4 v Hungerford TownDorchester Town 2-4 Hungerford Town | Southern League - Premier South |
| 2 | Sat 13 Jan 2024 | 12-0 v Harrow BoroughHarrow Borough 0-2 Dorchester Town | Southern League - Premier South |
| 3 | Sat 20 Jan 2024 | 13-2 v Merthyr TownDorchester Town 3-2 Merthyr Town | Southern League - Premier South |
| 4 | Sat 27 Jan 2024 | 10-0 v Plymouth ParkwayDorchester Town 0-0 Plymouth Parkway | Southern League - Premier South |
| 5 | Sat 3 Feb 2024 | 11-0 v Didcot TownDidcot Town 0-1 Dorchester Town | Southern League - Premier South |
| 6 | Tue 6 Feb 2024 | 11-1 v Hanwell TownHanwell Town 1-1 Dorchester Town | Southern League - Premier South |
| 7 | Sat 10 Feb 2024 | 10-3 v Gosport BoroughDorchester Town 0-3 Gosport Borough | Southern League - Premier South |
| 8 | Sat 17 Feb 2024 | 13-1 v Bracknell TownBracknell Town 1-3 Dorchester Town | Southern League - Premier South |
| 9 | Sat 24 Feb 2024 | 12-2 v HendonDorchester Town 2-2 Hendon | Southern League - Premier South |
| 10 | Wed 28 Feb 2024 | 14-4 v AFC TottonAFC Totton 4-4 Dorchester Town | Southern League - Premier South |
| 11 | Sat 9 Mar 2024 | 12-1 v Beaconsfield TownDorchester Town 2-1 Beaconsfield Town | Southern League - Premier South |
| 12 | Sat 16 Mar 2024 | 14-3 v Beaconsfield TownBeaconsfield Town 3-4 Dorchester Town | Southern League - Premier South |
| 13 | Sat 23 Mar 2024 | 11-0 v SalisburyDorchester Town 1-0 Salisbury | Southern League - Premier South |
| 14 | Sat 30 Mar 2024 | 11-1 v Winchester CityWinchester City 1-1 Dorchester Town | Southern League - Premier South |
| 15 | Mon 1 Apr 2024 | 12-1 v Tiverton TownDorchester Town 2-1 Tiverton Town | Southern League - Premier South |
| 16 | Sat 6 Apr 2024 | 11-0 v Hayes & Yeading UnitedHayes & Yeading United 0-1 Dorchester Town | Southern League - Premier South |
| 17 | Tue 9 Apr 2024 | 12-1 v SholingSholing 1-2 Dorchester Town | Southern League - Premier South |
| 18 | Sat 13 Apr 2024 | 1 2-1 v Hanwell TownDorchester Town 2-1 Hanwell Town | Southern League - Premier South |
| 19 | Tue 16 Apr 2024 | 12-0 v Tiverton TownTiverton Town 0-2 Dorchester Town | Southern League - Premier South |
| 20 | Sat 20 Apr 2024 | 11-3 v Basingstoke TownBasingstoke Town 3-1 Dorchester Town | Southern League - Premier South |
| 21 | Sat 27 Apr 2024 | 10-4 v AFC TottonDorchester Town 0-4 AFC Totton | Southern League - Premier South |
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