Wimborne F
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| Home Team | Result | Away Team | Date | Time | Status |
|---|---|---|---|---|---|
| Southbourne E | 3 - 1 | Wimborne F | Fri 4th Oct 2019 | 19:30 | OV |
| Wimborne F | 2 - 2 | Bournemouth C | Wed 23rd Oct 2019 | 19:30 | OV |
| Wimborne F | 1 - 3 | Poole E | Wed 13th Nov 2019 | 19:30 | OU |
| Highcliffe E | 1½ - 2½ | Wimborne F | Mon 2nd Dec 2019 | 19:30 | OV |
| Wimborne F | 2½ - 1½ | Highcliffe E | Wed 8th Jan 2020 | 19:30 | OV |
| Wimborne F | 2½ - 1½ | New Milton C | Wed 15th Jan 2020 | 19:30 | OU |
| Bournemouth C | 3 - 1 | Wimborne F | Tue 3rd Mar 2020 | 19:30 | OV |
| Poole E | 0 - 0 | Wimborne F | Thu 19th Mar 2020 | 19:30 | OU |
| Wimborne F | 0 - 0 | Southbourne E | Wed 1st Apr 2020 | 19:30 | OU |
| New Milton C | 0 - 0 | Wimborne F | Tue 19th May 2020 | 19:30 | OU |