New Milton A
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| Home Team | Result | Away Team | Date | Time | Status |
|---|---|---|---|---|---|
| New Milton A | 3½ - ½ | Wimborne B | Tue 18th Sep 2018 | 19:30 | OU |
| Poole C | 1 - 3 | New Milton A | Thu 18th Oct 2018 | 19:30 | OV |
| New Milton A | 2 - 2 | Bournemouth A | Tue 27th Nov 2018 | 19:30 | OV |
| Wimborne C | 2 - 2 | New Milton A | Wed 12th Dec 2018 | 19:30 | OU |
| New Milton A | ½ - 3½ | Ringwood A | Tue 29th Jan 2019 | 19:30 | OV |
| Ringwood A | 3 - 1 | New Milton A | Mon 4th Feb 2019 | 19:30 | OV |
| New Milton A | 2 - 2 | Wimborne C | Tue 19th Feb 2019 | 19:30 | OU |
| Bournemouth A | 1½ - 2½ | New Milton A | Tue 19th Mar 2019 | 19:30 | OV |
| New Milton A | 3 - 1 | Poole C | Tue 16th Apr 2019 | 19:30 | OV |
| Wimborne B | 2 - 2 | New Milton A | Wed 22nd May 2019 | 19:30 | OU |