| 1 | Sat 8 Jul 2023 | 80-1 v Weston-super-MareDorchester Town 0-1 Weston-super-Mare | Friendly |
| 2 | Tue 11 Jul 2023 | 122-0 v Portland UnitedPortland United 0-2 Dorchester Town | Friendly |
| 3 | Sat 15 Jul 2023 | 61-1 v Frome TownDorchester Town 1-1 Frome Town | Friendly |
| 4 | Tue 25 Jul 2023 | 43-0 v EastleighDorchester Town 3-0 Eastleigh | Friendly |
| 5 | Sat 5 Aug 2023 | 62-3 v Merthyr TownMerthyr Town 3-2 Dorchester Town | Southern League - Premier South |
| 6 | Sat 12 Aug 2023 | 6 2-2 v Harrow BoroughDorchester Town 2-2 Harrow Borough | Southern League - Premier South |
| 7 | Tue 15 Aug 2023 | 60-4 v Winchester CityDorchester Town 0-4 Winchester City | Southern League - Premier South |
| 8 | Sat 19 Aug 2023 | 43-6 v Walton & HershamWalton & Hersham 6-3 Dorchester Town | Southern League - Premier South |
| 9 | Sat 26 Aug 2023 | 40-2 v Chesham UnitedDorchester Town 0-2 Chesham United | Southern League - Premier South |
| 10 | Mon 28 Aug 2023 | 42-1 v Poole TownPoole Town 1-2 Dorchester Town | Southern League - Premier South |
| 11 | Sat 9 Sep 2023 | 42-1 v Swindon SupermarineDorchester Town 2-1 Swindon Supermarine | Southern League - Premier South |
| 12 | Tue 12 Sep 2023 | 161-1 v Hungerford TownHungerford Town 1-1 Dorchester Town | Southern League - Premier South |
| 13 | Sat 23 Sep 2023 | 153-1 v Didcot TownDorchester Town 3-1 Didcot Town | Southern League - Premier South |
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