| 1 | Tue 11 Aug | 41-1 v Heaton StanningtonHeaton Stannington 1-1 Guisborough Town | Northern Premier League - East Division |
| 2 | Sat 15 Aug | 41-3 v Bradford (Park Avenue)Guisborough Town 1-3 Bradford (Park Avenue) | Northern Premier League - East Division |
| 3 | Sat 22 Aug | 4 2-0 v HallamGuisborough Town 2-0 Hallam | Northern Premier League - East Division |
| 4 | Tue 25 Aug | 41-4 v LiversedgeLiversedge 4-1 Guisborough Town | Northern Premier League - East Division |
| 5 | Mon 31 Aug | 162-0 v Consett AFCGuisborough Town 2-0 Consett AFC | Northern Premier League - East Division |
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