Highcliffe B
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| Home Team | Result | Away Team | Date | Time | Status |
|---|---|---|---|---|---|
| Highcliffe B | 3 - 1 | New Milton A | Mon 9th Oct 2023 | 19:30 | OU |
| Highcliffe B | 2½ - 1½ | Wimborne B | Mon 30th Oct 2023 | 19:30 | OV |
| Bournemouth B | 1½ - 2½ | Highcliffe B | Tue 21st Nov 2023 | 19:30 | OU |
| Bournemouth A | 2 - 2 | Highcliffe B | Tue 12th Dec 2023 | 19:30 | OU |
| Highcliffe B | 2½ - 1½ | Southbourne B | Mon 22nd Jan 2024 | 19:30 | OU |
| New Milton A | 2 - 2 | Highcliffe B | Tue 20th Feb 2024 | 19:30 | OV |
| Wimborne B | 2 - 2 | Highcliffe B | Wed 6th Mar 2024 | 19:30 | OU |
| Highcliffe B | 2½ - 1½ | Bournemouth B | Mon 25th Mar 2024 | 19:30 | OU |
| Highcliffe B | 2½ - 1½ | Bournemouth A | Mon 15th Apr 2024 | 19:30 | OV |
| Southbourne B | 0 - 0 | Highcliffe B | Fri 10th May 2024 | 19:30 | OU |