| Non League Premier - Southern South | Dorchester Town | Weymouth | 27‑Dec | 1-2 | |
| Non League Premier - Southern South | Sholing | Dorchester Town | 13‑Dec | 2-1 | |
| Non League Premier - Southern South | Dorchester Town | Hungerford Town | 06‑Dec | 2-1 | |
| Non League Premier - Southern South | Dorchester Town | Gosport Borough | 29‑Nov | 2-2 | |
| Non League Premier - Southern South | Taunton Town | Dorchester Town | 26‑Nov | 1-1 | |
| Non League Premier - Southern South | Evesham United | Dorchester Town | 22‑Nov | 4-1 | |
| Non League Premier - Southern South | Dorchester Town | Plymouth Parkway | 18‑Nov | 2-2 | |
| FA Trophy | Dover | Dorchester Town | 15‑Nov | 2-0 | |
| Non League Premier - Southern South | Dorchester Town | Chertsey Town | 08‑Nov | 0-0 | |
| Non League Premier - Southern South | Bracknell Town | Dorchester Town | 01‑Nov | 2-2 | |
| Non League Premier - Southern South | Dorchester Town | Basingstoke Town | 21‑Oct | 1-0 | |
| Non League Premier - Southern South | Dorchester Town | Wimborne Town | 18‑Oct | 0-2 | |
| Non League Premier - Southern South | Poole Town | Dorchester Town | 14‑Oct | 2-0 | |
| Non League Premier - Southern South | Hanwell Town | Dorchester Town | 11‑Oct | 0-2 | |
| FA Trophy | Dorchester Town | Bideford | 04‑Oct | 4-0 | |
| FA Cup | Farnham Town | Dorchester Town | 27‑Sep | 3-0 | |
| Non League Premier - Southern South | Dorchester Town | Taunton Town | 23‑Sep | 1-4 | |
| Non League Premier - Southern South | Dorchester Town | Yate Town | 20‑Sep | 2-0 | |
| FA Cup | Brixham | Dorchester Town | 13‑Sep | 1-3 | |
| Non League Premier - Southern South | Plymouth Parkway | Dorchester Town | 09‑Sep | 3-3 | |
| Non League Premier - Southern South | Gloucester City | Dorchester Town | 06‑Sep | 2-0 | |
| FA Cup | Slimbridge | Dorchester Town | 30‑Aug | 0-1 | |
| Non League Premier - Southern South | Dorchester Town | Farnham Town | 25‑Aug | 1-3 | |
| Non League Premier - Southern South | Berkhamsted | Dorchester Town | 23‑Aug | 1-0 | |
| Non League Premier - Southern South | Dorchester Town | Walton & Hersham | 16‑Aug | 3-3 | |
| Non League Premier - Southern South | Dorchester Town | Tiverton Town | 12‑Aug | 1-3 | |
| Non League Premier - Southern South | Uxbridge | Dorchester Town | 09‑Aug | 0-0 | |
| Friendlies Clubs | Salisbury | Dorchester Town | 26‑Jul | 3-0 | |
| Friendlies Clubs | Dorchester Town | Hemel Hempstead Town | 19‑Jul | 6-1 | |
