FA Cup 2022/23, First Qualifying Round |
 | 06.09.2022 |  | Dorchester Town | – | Wimborne Town | | 1:0 (0:0) * |
| Dorchester |
FA Cup 2019/20, First Qualifying Round |
| 08.09.2019 | | Evesham United | – | Dorchester Town | | 0:2 (0:1) |
| Evesham |
FA Cup 2018/19, First Qualifying Round |
| 11.09.2018 | | Dorchester Town | – | Wimborne Town | | 3:0 (0:0) * |
| Dorchester |
FA Cup 2014/15, Third Qualifying Round |
| 11.10.2014 | | Dorchester Town | – | Hendon | | 1:0 (0:0) |
| Dorchester |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Abingdon United | – | Dorchester Town | | 0:2 (0:0) |
| Abingdon |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Yate Town | – | Dorchester Town | | 1:2 |
| Yate |
FA Cup 2012/13, First Round Proper |
| 04.11.2012 | | Dorchester Town | – | Plymouth Argyle | | 1:0 (0:0) |
| Dorchester |
FA Cup 2012/13, Fourth Qualifying Round |
| 20.10.2012 | | Dorchester Town | – | Bury Town | | 3:1 (1:0) |
| Dorchester |
FA Cup 2012/13, Third Qualifying Round |
| 06.10.2012 | | Dorchester Town | – | Basingstoke Town | | 1:0 (0:0) |
| Dorchester |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Dorchester Town | – | Wootton Bassett Town | | 4:0 |
| Dorchester |
FA Cup 2010/11, Second Qualifying Round |
| 25.09.2010 | | Mangotsfield United | – | Dorchester Town | | 1:4 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Dorchester Town | – | Hungerford Town | | 4:0 |
| |
FA Cup 2008/09, Fourth Qualifying Round |
| 25.10.2008 | | Dorchester Town | – | Bishop's Stortford | | 1:0 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Dorchester Town | – | Gosport Borough | | 1:0 (0:0) |
| |
FA Cup 2008/09, Second Qualifying Round |
| 01.10.2008 |  | Newport County | – | Dorchester Town | | 1:2 * |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Dorchester Town | – | Cinderford Town | | 3:0 |
| |
FA Cup 2005/06, Third Qualifying Round |
| 11.10.2005 | | Dorchester Town | – | Yeading | | 3:2 * |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Dorchester Town | – | Team Bath | | 4:2 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Porthleven | – | Dorchester Town | | 0:5 |
| |
FA Cup 2000/01, Fourth Qualifying Round |
| | | Welling United | – | Dorchester Town | | 2:4 aet
(1:1, 2:2) * |
| |
FA Cup 2000/01, Third Qualifying Round |
| | | Dorchester Town | – | Salisbury City | | 4:3 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Weymouth | – | Dorchester Town | | 0:1 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Dorchester Town | – | Forest Green Rovers | | 1:0 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Dorchester Town | – | Oxford City | | 1:0 * |
| |
FA Cup 1995/96, Fourth Qualifying Round |
| | | Sittingbourne | – | Dorchester Town | | 1:2 |
| |
FA Cup 1995/96, Third Qualifying Round |
| | | Weymouth | – | Dorchester Town | | 2:3 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Dorchester Town | – | Basingstoke Town | | 2:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Wimborne Town | – | Dorchester Town | | 0:2 * |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Dorchester Town | – | Newbury Town | | 4:2 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Dorchester Town | – | AFC Lymington | | 3:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Dorchester Town | – | Wokingham Town | | 1:0 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Mangotsfield United | – | Dorchester Town | | 0:1 |
| |
FA Cup 1991/92, Third Qualifying Round |
| | | Dorchester Town | – | Trowbridge Town | | 1:0 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Dorchester Town | – | Witney Town | | 3:2 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Brockenhurst | – | Dorchester Town | | 1:2 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Falmouth Town | – | Dorchester Town | | 2:4 |
| |
FA Cup 1989/90, Fourth Qualifying Round |
| | | Dorchester Town | – | Bognor Regis Town | | 5:1 * |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Dorchester Town | – | Cheltenham Town | | 2:1 |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Trowbridge Town | – | Dorchester Town | | 0:2 * |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Chard Town | – | Dorchester Town | | 0:2 |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Maesteg Park Athletic | – | Dorchester Town | | 0:2 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Dorchester Town | – | Frome Town | | 3:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Barry Town | – | Dorchester Town | | 3:4 * |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Dorchester Town | – | Weston-Super-Mare | | 4:2 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Eastleigh | – | Dorchester Town | | 0:2 * |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Maidenhead United | – | Dorchester Town | | 0:2 * |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Dorchester Town | – | Oxford City | | 1:0 * |
| |
FA Cup 1981/82, First Round Proper |
| 23.11.1981 | | Minehead | – | Dorchester Town | | 0:4 * |
| |
FA Cup 1981/82, Fourth Qualifying Round |
| | | Cheltenham Town | – | Dorchester Town | | 1:3 |
| |
FA Cup 1981/82, Third Qualifying Round |
| | | Eastleigh | – | Dorchester Town | | 2:4 |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Dorchester Town | – | Frome Town | | 3:0 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Hungerford Town | – | Dorchester Town | | 1:2 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Dorchester Town | – | Wadebridge Town | | 2:0 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Dorchester Town | – | Basingstoke Town | | 1:0 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Bridport | – | Dorchester Town | | 0:1 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Dorchester Town | – | Bridgwater Town | | 4:3 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Fareham Town | – | Dorchester Town | | 1:2 * |
| |
FA Cup 1974/75, Preliminary Round |
| | | Dorchester Town | – | Bridgwater Town | | 3:2 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Dorchester Town | – | Taunton Town | | 3:2 |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Dorchester Town | – | Poole Town | | 3:2 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Dorchester Town | – | Chippenham Town | | 4:1 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Dorchester Town | – | Glastonbury | | 1:0 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Dorchester Town | – | Street | | 2:0 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Dorchester Town | – | Warminster Town | | 5:0 |
| |
FA Cup 1963/64, Third Qualifying Round |
| | | Salisbury | – | Dorchester Town | | 1:3 * |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Dorchester Town | – | Bridport | | 1:0 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Dorchester Town | – | Poole Town | | 1:0 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Portland United | – | Dorchester Town | | 1:3 |
| |
FA Cup 1961/62, Third Qualifying Round |
| | | Portland United | – | Dorchester Town | | 0:3 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Poole Town | – | Dorchester Town | | 0:1 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Warminster Town | – | Dorchester Town | | 1:6 |
| |
FA Cup 1959/60, Fourth Qualifying Round |
| | | Weymouth | – | Dorchester Town | | 0:1 |
| |
FA Cup 1957/58, First Round Proper |
| 16.11.1957 | | Dorchester Town | – | Wycombe Wanderers | | 3:2 |
| |
FA Cup 1957/58, Fourth Qualifying Round |
| | | Dorchester Town | – | Weymouth | | 2:1 * |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Dorchester Town | – | Bideford | | 3:0 * |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Dorchester Town | – | Newport IOW | | 3:0 |
| |
FA Cup 1954/55, First Round Proper |
| 20.11.1954 | | Dorchester Town | – | Bedford Town | | 2:0 |
| |
FA Cup 1954/55, Fourth Qualifying Round |
| | | Winchester City | – | Dorchester Town | | 0:1 |
| |
FA Cup 1954/55, Third Qualifying Round |
| | | Portland United | – | Dorchester Town | | 1:5 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Dorchester Town | – | Bournemouth Gasworks Athletic | | 4:0 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Dorchester Town | – | Poole Town | | 2:1 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Dorchester Town | – | Lymington | | 9:0 |
| |
FA Cup 1952/53, Third Qualifying Round |
| | | Dorchester Town | – | Bournemouth Gasworks Athletic | | 2:1 |
| |
FA Cup 1952/53, Second Qualifying Round |
| | | Dorchester Town | – | Ilminster Town | | 6:1 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Bridport | – | Dorchester Town | | 0:2 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Blandford United | – | Dorchester Town | | 2:5 |
| |
FA Cup 1950/51, Third Qualifying Round |
| | | Dorchester Town | – | Alton Town | | 1:0 * |
| |
FA Cup 1950/51, Second Qualifying Round |
| | | Poole Town | – | Dorchester Town | | 1:3 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Dorchester Town | – | Romsey Town | | 2:0 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Dorchester Town | – | Ryde Sports | | 4:2 * |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Dorchester Town | – | Portland United | | 6:3 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Romsey Town | – | Dorchester Town | | 1:4 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Dorchester Town | – | Blandford United | | 2:1 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Dorchester Town | – | Hamworthy | | 3:2 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Dorchester Town | – | Bridgwater Town | | +:- |
| |
