Wimborne D
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| Home Team | Result | Away Team | Date | Time | Status |
|---|---|---|---|---|---|
| Wimborne D | 1½ - 2½ | Poole B | Wed 2nd Oct 2019 | 19:30 | OV |
| Wimborne D | 4 - 0 | Highcliffe C | Wed 6th Nov 2019 | 19:30 | OU |
| Wimborne D | 3 - 1 | Dorchester D | Wed 4th Dec 2019 | 19:30 | OV |
| Purbeck B | 3½ - ½ | Wimborne D | Mon 13th Jan 2020 | 19:30 | OV |
| Wimborne C | 3 - 1 | Wimborne D | Wed 29th Jan 2020 | 19:30 | OV |
| Wimborne D | 2 - 2 | Wimborne C | Wed 4th Mar 2020 | 19:30 | OV |
| Dorchester D | 0 - 0 | Wimborne D | Thu 19th Mar 2020 | 19:30 | OU |
| Highcliffe C | 0 - 0 | Wimborne D | Mon 20th Apr 2020 | 19:30 | OU |
| Poole B | 0 - 0 | Wimborne D | Thu 21st May 2020 | 19:30 | OU |
| Wimborne D | 0 - 0 | Purbeck B | Wed 27th May 2020 | 19:30 | OU |