Highcliffe C
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| Home Team | Result | Away Team | Date | Time | Status |
|---|---|---|---|---|---|
| Purbeck B | 3½ - ½ | Highcliffe C | Mon 30th Sep 2019 | 19:30 | OU |
| Highcliffe C | 1½ - 2½ | Wimborne C | Mon 21st Oct 2019 | 19:30 | OV |
| Wimborne D | 4 - 0 | Highcliffe C | Wed 6th Nov 2019 | 19:30 | OU |
| Highcliffe C | 1½ - 2½ | Poole B | Mon 9th Dec 2019 | 19:30 | OV |
| Dorchester D | 2 - 2 | Highcliffe C | Thu 30th Jan 2020 | 19:30 | OV |
| Highcliffe C | 3½ - ½ | Dorchester D | Mon 24th Feb 2020 | 19:30 | OV |
| Poole B | 0 - 0 | Highcliffe C | Thu 26th Mar 2020 | 19:30 | OU |
| Highcliffe C | 0 - 0 | Wimborne D | Mon 20th Apr 2020 | 19:30 | OU |
| Wimborne C | 0 - 0 | Highcliffe C | Wed 6th May 2020 | 19:30 | OU |
| Highcliffe C | 0 - 0 | Purbeck B | Mon 18th May 2020 | 19:30 | OU |