Wimborne B
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| Home Team | Result | Away Team | Date | Time | Status |
|---|---|---|---|---|---|
| Wimborne B | 1½ - 2½ | Weymouth B | Wed 9th Oct 2019 | 19:30 | OU |
| Purbeck A | 2 - 2 | Wimborne B | Mon 21st Oct 2019 | 19:30 | OV |
| Wimborne B | 3 - 1 | Highcliffe B | Wed 27th Nov 2019 | 19:30 | OV |
| Dorchester B | 1½ - 2½ | Wimborne B | Thu 12th Dec 2019 | 19:30 | OV |
| Wimborne B | 2 - 2 | Dorchester B | Wed 12th Feb 2020 | 19:30 | OV |
| Highcliffe B | 3 - 1 | Wimborne B | Mon 17th Feb 2020 | 19:30 | OV |
| Wimborne B | 3½ - ½ | Dorchester C | Wed 26th Feb 2020 | 19:30 | OV |
| Dorchester C | ½ - 3½ | Wimborne B | Thu 12th Mar 2020 | 19:30 | OV |
| Weymouth B | 0 - 0 | Wimborne B | Thu 26th Mar 2020 | 19:30 | OU |
| Wimborne B | 0 - 0 | Purbeck A | Wed 22nd Apr 2020 | 19:30 | OU |