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| Date | Match | Score |
|---|---|---|
| 15.08.2026 | Wimborne Town - Gloucester City | 1 : 1 |
| 21.02.2026 | Gloucester City - Wimborne Town | 5 : 0 |
| 29.11.2025 | Wimborne Town - Gloucester City | 2 : 2 |
| 28.12.2024 | Wimborne Town - Gloucester City | 1 : 1 |
| 05.10.2024 | Gloucester City - Wimborne Town | 2 : 2 |
| 17.08.2024 | Gloucester City - Wimborne Town | 1 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 15.08.2026 | Wimborne Town - Gloucester City | 1 - 1 | D |
| 11.08.2026 | Wimborne Town - Chichester City | 0 - 1 | L |
| 08.08.2026 | Frome Town - Wimborne Town | 2 - 0 | L |
| 25.07.2026 | Wimborne Town - Maidenhead | 1 - 1 | D |
| 18.07.2026 | Wimborne Town - Salisbury | 1 - 3 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 15.08.2026 | Wimborne Town - Gloucester City | 1 - 1 | D |
| 11.08.2026 | Bracknell Town - Gloucester City | 3 - 2 | L |
| 08.08.2026 | Gloucester City - Chertsey Town | 0 - 1 | L |
| 31.07.2026 | Weston-super-Mare - Gloucester City | 0 - 1 | W |
| 25.07.2026 | Barry Town - Gloucester City | 0 - 1 | W |