FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Wimborne Town | | Dorchester Town | | 0:0 |
| Wimborne Minster |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Wimborne Town | | Dorchester Town | | 1:1 (0:0) |
| Wimborne Minster |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Dorchester Town | | Cirencester Town | | 1:1 (1:1) |
| Dorchester |
FA Cup 2008/09, First Round Proper |
| 08.11.2008 | | Oxford United | | Dorchester Town | | 0:0 |
| Oxford |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Dorchester Town | | Newport County | | 2:2 |
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FA Cup 2007/08, Second Qualifying Round |
| 29.09.2007 | | Dorchester Town | | Paulton Rovers | | 1:1 |
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FA Cup 2005/06, Third Qualifying Round |
| 08.10.2005 | | Yeading | | Dorchester Town | | 1:1 |
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FA Cup 2000/01, Fourth Qualifying Round |
| | | Dorchester Town | | Welling United | | 1:1 (0:0) |
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FA Cup 1997/98, First Qualifying Round |
| | | Oxford City | | Dorchester Town | | 1:1 |
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FA Cup 1995/96, First Qualifying Round |
| | | Dorchester Town | | Wimborne Town | | 2:2 |
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FA Cup 1994/95, Third Qualifying Round |
| | | Bashley | | Dorchester Town | | 1:1 |
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FA Cup 1992/93, Second Qualifying Round |
| | | AFC Lymington | | Dorchester Town | | 1:1 |
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FA Cup 1989/90, Fourth Qualifying Round |
| | | Bognor Regis Town | | Dorchester Town | | 1:1 |
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FA Cup 1989/90, Second Qualifying Round |
| | | Dorchester Town | | Trowbridge Town | | 0:0 |
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FA Cup 1988/89, Third Qualifying Round |
| | | Worcester City | | Dorchester Town | | 1:1 |
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FA Cup 1986/87, First Qualifying Round |
| | | Dorchester Town | | Barry Town | | 1:1 |
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FA Cup 1985/86, Preliminary Round |
| | | Clandown | | Dorchester Town | | 0:0 aet * |
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FA Cup 1985/86, Preliminary Round |
| | | Dorchester Town | | Clandown | | 0:0 |
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FA Cup 1984/85, Second Qualifying Round |
| | | Dorchester Town | | Merthyr Tydfil | | 0:0 |
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FA Cup 1983/84, First Qualifying Round |
| | | Dorchester Town | | Eastleigh | | 0:0 |
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FA Cup 1982/83, Second Qualifying Round |
| | | Dorchester Town | | Maidenhead United | | 1:1 |
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FA Cup 1982/83, First Qualifying Round |
| | | Oxford City | | Dorchester Town | | 2:2 |
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FA Cup 1981/82, Second Round Proper |
| 12.12.1981 | | Dorchester Town | | Bournemouth | | 1:1 |
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FA Cup 1981/82, First Round Proper |
| 21.11.1981 | | Dorchester Town | | Minehead | | 3:3 |
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FA Cup 1979/80, Second Qualifying Round |
| | | Barnstaple Town | | Dorchester Town | | 0:0 |
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FA Cup 1977/78, First Qualifying Round |
| | | Dorchester Town | | Fareham Town | | 0:0 |
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FA Cup 1973/74, First Qualifying Round |
| | | Bridgwater Town | | Dorchester Town | | 3:3 |
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FA Cup 1972/73, First Qualifying Round |
| | | Dorchester Town | | Andover | | 1:1 |
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FA Cup 1964/65, First Qualifying Round |
| | | Salisbury | | Dorchester Town | | 3:3 |
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FA Cup 1963/64, Third Qualifying Round |
| | | Dorchester Town | | Salisbury | | 1:1 |
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FA Cup 1961/62, Fourth Qualifying Round |
| | | Dorchester Town | | Weymouth | | 3:3 |
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FA Cup 1957/58, Fourth Qualifying Round |
| | | Weymouth | | Dorchester Town | | 2:2 |
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FA Cup 1956/57, Fourth Qualifying Round |
| | | Bideford | | Dorchester Town | | 1:1 |
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FA Cup 1951/52, First Qualifying Round |
| | | Portland United | | Dorchester Town | | 1:1 |
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FA Cup 1950/51, Third Qualifying Round |
| | | Alton Town | | Dorchester Town | | 2:2 |
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FA Cup 1950/51, First Qualifying Round |
| | | Romsey Town | | Dorchester Town | | 1:1 |
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FA Cup 1950/51, Preliminary Round |
| | | Ryde Sports | | Dorchester Town | | 3:3 |
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