Highcliffe A
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| Home Team | Result | Away Team | Date | Time | Status |
|---|---|---|---|---|---|
| Highcliffe A | 4 - 0 | Ringwood A | Mon 16th Sep 2019 | 19:30 | OV |
| Highcliffe A | 2½ - 1½ | Poole B | Mon 30th Sep 2019 | 19:30 | OU |
| Wimborne A | 3½ - ½ | Highcliffe A | Wed 16th Oct 2019 | 19:30 | OV |
| Highcliffe A | 3 - 1 | Poole A | Mon 4th Nov 2019 | 19:30 | OV |
| Southbourne A | 3½ - ½ | Highcliffe A | Fri 6th Dec 2019 | 19:30 | OU |
| Highcliffe A | 1½ - 2½ | Southbourne A | Mon 6th Jan 2020 | 19:30 | OU |
| Poole A | 2½ - 1½ | Highcliffe A | Wed 5th Feb 2020 | 19:30 | OU |
| Highcliffe A | 1½ - 2½ | Wimborne A | Mon 2nd Mar 2020 | 19:30 | OU |
| Poole B | 0 - 0 | Highcliffe A | Thu 9th Apr 2020 | 19:30 | OU |
| Ringwood A | 0 - 0 | Highcliffe A | Mon 27th Apr 2020 | 19:30 | OU |