| Non League Premier - Southern South | Gosport Borough | Dorchester Town | 13‑Nov | 2-2 | |
| Non League Premier - Southern South | Bracknell Town | Dorchester Town | 09‑Nov | 1-1 | |
| Non League Premier - Southern South | Swindon Supermarine | Dorchester Town | 02‑Nov | 1-0 | |
| FA Trophy | AFC Totton | Dorchester Town | 26‑Oct | 1-0 | |
| Non League Premier - Southern South | Dorchester Town | Plymouth Parkway | 22‑Oct | 1-0 | |
| Non League Premier - Southern South | Dorchester Town | Hanwell Town | 19‑Oct | 0-3 | |
| Non League Premier - Southern South | Sholing | Dorchester Town | 15‑Oct | 1-5 | |
| Non League Premier - Southern South | Marlow | Dorchester Town | 12‑Oct | 2-2 | |
| Non League Premier - Southern South | Dorchester Town | Chertsey Town | 21‑Sep | 3-1 | |
| Non League Premier - Southern South | Dorchester Town | AFC Totton | 14‑Sep | 3-2 | |
| Non League Premier - Southern South | Dorchester Town | Frome Town | 07‑Sep | 4-0 | |
| FA Cup | Banbury United | Dorchester Town | 31‑Aug | 2-0 | |
| Non League Premier - Southern South | Winchester City | Dorchester Town | 28‑Aug | 0-0 | |
| Non League Premier - Southern South | Dorchester Town | Gloucester City | 24‑Aug | 1-0 | |
| Non League Premier - Southern South | Basingstoke Town | Dorchester Town | 17‑Aug | 2-0 | |
| Non League Premier - Southern South | Tiverton Town | Dorchester Town | 13‑Aug | 1-1 | |
| Non League Premier - Southern South | Dorchester Town | Havant & Wville | 10‑Aug | 1-1 | |
| Friendlies Clubs | Weymouth | Dorchester Town | 03‑Aug | 0-2 | |
| Friendlies Clubs | Dorchester Town | Larkhall Athletic | 30‑Jul | 1-2 | |
