| 2019-02-23 15:00:34February 23, 2019 | Moneyfields vs Wimborne Development Team | 15:00:343:00 pm | Wyvern Combination Football League Premier Division | 20182019 | | Preview |
| 2019-02-23 15:00:39February 23, 2019 | Moneyfields vs Wimborne Development Team | 15:00:393:00 pm | Wyvern Combination Football League Premier Division | 20182019 | | Preview |
| 2019-03-02 14:30:25March 2, 2019 | Hamworthy Recreation vs Wimborne Development Team | 14:30:252:30 pm | Wyvern Combination Football League Premier Division | 20182019 | | Preview |
| 2019-03-02 14:30:55March 2, 2019 | Hamworthy Rec First team v Wimborne FC Development | 14:30:552:30 pm | Dorset Senior TrophyWyvern Combination Football League Premier Division | 20182019 | | Preview |
| 2019-03-16 15:00:54March 16, 2019 | AFC Stoneham vs Wimborne Development Team | 15:00:543:00 pm | Wyvern Combination Football League Premier Division | 20182019 | | Preview |
| 2019-03-19 19:45:51March 19, 2019 | Winchester Town Dev vs Wimborne Development Team | 19:45:517:45 pm | Wyvern Combination Football League Premier Division | 20182019 | | Preview |
| 2019-03-23 14:00:48March 23, 2019 | Wimborne Development Team vs Sholing Dev | 14:00:482:00 pm | Wyvern Combination Football League Premier Division | 20182019 | | Preview |
