| 2020-09-02 19:45:0102/09/20 | Guisborough Town v Newton Aycliffe | 1 - 0 | | 2020-21 | King George V Ground | FA CupExtra Preliminary Round Qualifying | 236 |
| Nathan Guru (82), Mark Robinson missed pen (76) |
| Arran Wearmouth missed pen (94) |
| 2020-09-05 15:00:0005/09/20 | Stockton Town v Guisborough Town | 2 - 2 | Division 1 | 2020-21 | The Map Group UK Stadium | | 300 |
| Michael Roberts (30) Tom Coulthard (76) |
| Louis Goldsack (58) Sonni Coleman (68) |
| 2020-09-09 19:45:0009/09/20 | Guisborough Town v West Auckland Town | 5 - 1 | Division 1 | 2020-21 | King George V Ground | | 195 |
| Steven Roberts (28) Sonni Coleman (35) Nathan Guru (82) Mark Robinson (91 pen) Mason McNeill (92) |
| Jordan Blinco (56) |
| 2020-09-12 15:00:2112/09/20 | Guisborough Town v Tadcaster Albion | 1 - 2 | | 2020-21 | King George V Ground | FA CupPreliminary Round Qualifying | 300 |
| Joe Ferguson (26) |
| Bailey Thompson (19) Ify Ofoegbu (45) |
| 2020-09-16 19:30:0016/09/20 | Whickham v Guisborough Town | 3 - 1 | Division 1 | 2020-21 | Glebe Sports Ground | | 130 |
| Charley Exley (6) Scott Robson 2 (8, 39) |
| Dylan McAvoy (39) |
| 2020-09-19 15:00:3819/09/20 | Guisborough Town v Washington | 3 - 0 | | 2020-21 | King George V Ground | FA VaseFirst Round Qualifying | 268 |
| Josh Rowbotham 2 (45+1 49) Sonni Coleman (87), Coleman missed pen (26) |
| 2020-09-23 19:45:0023/09/20 | Guisborough Town v North Shields | 19:45:007:45 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-09-26 15:00:0026/09/20 | Penrith v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | The Frenchfield Stadium | | |
| 2020-09-30 19:45:0030/09/20 | Bishop Auckland v Guisborough Town | 19:45:007:45 pm | Division 1 | 2020-21 | Heritage Park | | |
| 2020-10-03 15:00:0003/10/20 | Guisborough Town v Ashington | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-10-07 19:45:0007/10/20 | Guisborough Town v Newton Aycliffe | 19:45:007:45 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-10-10 15:00:0910/10/20 | Silsden v Guisborough Town | 15:00:093:00 pm | | 2020-21 | | FA VaseSecond Qualifying Round | |
| 2020-10-14 19:45:0014/10/20 | Guisborough Town v Thornaby | 19:45:007:45 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-10-17 15:00:0017/10/20 | Newcastle Benfield v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Sam Smith's Park | | |
| 2020-10-24 15:00:0024/10/20 | Guisborough Town v Whitley Bay | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-10-27 19:30:0027/10/20 | Sunderland RCA v Guisborough Town | 19:30:007:30 pm | Division 1 | 2020-21 | Sunderland LGV Park | | |
| 2020-10-31 15:00:0031/10/20 | Billingham Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Bedford Terrace | | |
| 2020-11-07 15:00:0007/11/20 | Guisborough Town v Sunderland Ryhope C.W. | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-11-14 15:00:0014/11/20 | Guisborough Town v Hebburn Town | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-11-21 15:00:0021/11/20 | Northallerton Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | The Calvert Stadium | | |
| 2020-11-28 15:00:0028/11/20 | Guisborough Town v Consett | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-12-05 15:00:0005/12/20 | Seaham Red Star v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | The Ferguson Motor Repairs Stadium | | |
| 2020-12-12 15:00:0012/12/20 | Guisborough Town v Shildon | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2020-12-19 15:00:0019/12/20 | West Auckland Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Wanted Stadium | | |
| 2020-12-26 15:00:0026/12/20 | Guisborough Town v Newcastle Benfield | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-01-02 15:00:0002/01/21 | Whitley Bay v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Hillheads Park | | |
| 2021-01-09 15:00:0009/01/21 | Guisborough Town v Whickham | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-01-16 15:00:0016/01/21 | North Shields v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Daren Persson Stadium | | |
| 2021-01-23 15:00:0023/01/21 | Guisborough Town v Bishop Auckland | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-01-30 15:00:0030/01/21 | Newton Aycliffe v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | The Beaumont Landscapes Stadium | | |
| 2021-02-06 15:00:0006/02/21 | Guisborough Town v Stockton Town | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-02-13 15:00:0013/02/21 | Thornaby v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Teesdale Park | | |
| 2021-02-20 15:00:0020/02/21 | Guisborough Town v Penrith | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-02-27 15:00:0027/02/21 | Ashington v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | The dwmedia Stadium | | |
| 2021-03-06 15:00:0006/03/21 | Guisborough Town v Sunderland RCA | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-03-13 15:00:0013/03/21 | Guisborough Town v Billingham Town | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-03-20 15:00:0020/03/21 | Sunderland Ryhope C.W. v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Ryhope Recreation Ground | | |
| 2021-03-27 15:00:0027/03/21 | Hebburn Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | The Green Energy Sports Ground | | |
| 2021-04-03 15:00:0003/04/21 | Guisborough Town v Northallerton Town | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-04-10 15:00:0010/04/21 | Consett v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Belle View Stadium | | |
| 2021-04-17 15:00:0017/04/21 | Guisborough Town v Seaham Red Star | 15:00:003:00 pm | Division 1 | 2020-21 | King George V Ground | | |
| 2021-04-24 15:00:0024/04/21 | Shildon v Guisborough Town | 15:00:003:00 pm | Division 1 | 2020-21 | Dean Street | | |
