| 1 | Sat 16 Nov | 83-2 v WhickhamGuisborough Town 3-2 Whickham | Northern League Division One |
| 2 | Sat 30 Nov | 80-0 v Carlisle CityGuisborough Town 0-0 Carlisle City | Northern League Division One |
| 3 | Wed 4 Dec | 81-1 v Crook TownCrook Town 1-1 Guisborough Town | Northern League Division One |
| 4 | Fri 13 Dec | 81-1 v Birtley TownBirtley Town 1-1 Guisborough Town | Northern League Division One |
| 5 | Sat 21 Dec | 82-0 v PenrithPenrith 0-2 Guisborough Town | Northern League Division One |
| 6 | Thu 26 Dec | 82-3 v Boro RangersGuisborough Town 2-3 Boro Rangers | Northern League Division One |
| 7 | Sat 28 Dec | 84-1 v Tow Law TownGuisborough Town 4-1 Tow Law Town | Northern League Division One |
| 8 | Sat 4 Jan | 8 4-0 v Boro RangersBoro Rangers 0-4 Guisborough Town | Northern League Division One |
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