| 2021-07-31 15:00:0031/07/21 | Guisborough Town v Bishop Auckland | 0 - 1 | Division 1 | 2021-22 | King George V Ground | | 363 |
| Christopher Winn (82) |
| 2021-08-04 19:45:0004/08/21 | Guisborough Town v Sunderland RCA | 19:45:007:45 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-08-07 15:00:0007/08/21 | Penrith v Guisborough Town | 15:00:003:00 pm | | 2021-22 | The Frenchfield Stadium | FA CupExtra Preliminary Round | |
| 2021-08-11 19:45:0011/08/21 | Guisborough Town v Ashington | 19:45:007:45 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-08-14 15:00:0014/08/21 | Guisborough Town v Seaham Red Star | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-08-21 15:00:0021/08/21 | Crook Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | The Sir Tom Cowie Millfield | | |
| 2021-08-25 19:45:0025/08/21 | Guisborough Town v West Allotment Celtic | 19:45:007:45 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-08-28 15:00:0028/08/21 | Guisborough Town v Newton Aycliffe | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-08-30 11:00:0030/08/21 | Northallerton Town v Guisborough Town | 11:00:0011:00 am | Division 1 | 2021-22 | The Calvert Stadium | | |
| 2021-09-04 15:00:0004/09/21 | Billingham Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Bedford Terrace | | |
| 2021-09-11 15:00:0011/09/21 | Carlisle City v Guisborough Town | 15:00:003:00 pm | | 2021-22 | Gillford Park Stadium | FA VaseFirst Round Qualifying | |
| 2021-09-18 15:00:0018/09/21 | Guisborough Town v Thornaby | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-10-02 15:00:0002/10/21 | Consett v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Belle View Stadium | | |
| 2021-10-05 19:45:0005/10/21 | Whickham v Guisborough Town | 19:45:007:45 pm | Division 1 | 2021-22 | Glebe Sports Ground | | |
| 2021-10-09 15:00:0009/10/21 | Guisborough Town v West Auckland Town | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-10-16 15:00:0016/10/21 | Sunderland Ryhope C.W. v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Ryhope Recreation Ground | | |
| 2021-10-20 19:30:0020/10/21 | Newcastle Benfield v Guisborough Town | 19:30:007:30 pm | Division 1 | 2021-22 | Sam Smith's Park | | |
| 2021-10-23 15:00:0023/10/21 | Whitley Bay v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Hillheads Park | | |
| 2021-10-30 15:00:0030/10/21 | Guisborough Town v North Shields | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-11-06 15:00:0006/11/21 | Redcar Athletic v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Green Lane | | |
| 2021-11-13 15:00:0013/11/21 | Guisborough Town v Penrith | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-11-20 15:00:0020/11/21 | Sunderland RCA v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Sunderland LGV Park | | |
| 2021-11-27 15:00:0027/11/21 | Ashington v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | The dwmedia Stadium | | |
| 2021-12-11 15:00:0011/12/21 | West Allotment Celtic v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | East Palmersville Sports Pavilion | | |
| 2021-12-18 15:00:0018/12/21 | Guisborough Town v Whickham | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2021-12-27 11:00:0027/12/21 | Guisborough Town v Northallerton Town | 11:00:0011:00 am | Division 1 | 2021-22 | King George V Ground | | |
| 2022-01-08 15:00:0008/01/22 | Bishop Auckland v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Voneus Stadium | | |
| 2022-01-15 15:00:0015/01/22 | Guisborough Town v Newcastle Benfield | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2022-01-22 15:00:0022/01/22 | Seaham Red Star v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | The Ferguson Motor Repairs Stadium | | |
| 2022-01-29 15:00:0029/01/22 | Guisborough Town v Crook Town | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2022-02-05 15:00:0005/02/22 | Newton Aycliffe v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | The Beaumont Landscapes Stadium | | |
| 2022-02-12 15:00:0012/02/22 | Guisborough Town v Billingham Town | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2022-02-19 15:00:0019/02/22 | Thornaby v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Teesdale Park | | |
| 2022-02-26 15:00:0026/02/22 | Guisborough Town v Consett | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2022-03-12 15:00:0012/03/22 | West Auckland Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Wanted Stadium | | |
| 2022-03-19 15:00:0019/03/22 | Guisborough Town v Sunderland Ryhope C.W. | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2022-03-26 15:00:0026/03/22 | Guisborough Town v Whitley Bay | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2022-04-02 15:00:0002/04/22 | North Shields v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | Daren Persson Stadium | | |
| 2022-04-09 15:00:0009/04/22 | Guisborough Town v Redcar Athletic | 15:00:003:00 pm | Division 1 | 2021-22 | King George V Ground | | |
| 2022-04-16 15:00:0016/04/22 | Penrith v Guisborough Town | 15:00:003:00 pm | Division 1 | 2021-22 | The Frenchfield Stadium | | |
