| 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 | 2 - 4 | Division 1 | 2020-21 | King George V Ground | | 187 |
| Mason McNeill (35) Sonni Coleman (89) |
| Dan Wilson (26) Ryan Carr (72) Cameron Cunningham (74) Callum Smith (87) |
| 2020-09-26 15:00:0026/09/20 | Penrith v Guisborough Town | 2 - 4 | Division 1 | 2020-21 | The Frenchfield Stadium | | 108 |
| Max Brown 83) Michael Williamson (95) |
| Sonni Coleman 3 (22, 35, 42) Joshua Rowbotham (50) |
| 2020-09-30 19:45:0030/09/20 | Bishop Auckland v Guisborough Town | 2 - 2 | Division 1 | 2020-21 | Heritage Park | | 148 |
| Kyle Morris (32 pen) Kieron Parnaby (54) |
| Mark Robinson (18 pen) Joseph Bartliff (47) |
| 2020-10-03 15:00:0003/10/20 | Guisborough Town v Ashington | 1 - 2 | Division 1 | 2020-21 | King George V Ground | | 176 |
| Sonni Coleman (8), Charlie Marshall sent off (45) |
| Max Cowburn (26) Robert Taylor (71) |
| 2020-10-07 19:45:0007/10/20 | Guisborough Town v Newton Aycliffe | 1 - 1 | Division 1 | 2020-21 | King George V Ground | | 203 |
| Brian Close (50) |
| Liam Jarvie (75) |
| 2020-10-10 15:00:0910/10/20 | Silsden v Guisborough Town | 3 - 5 | | 2020-21 | | FA VaseSecond Qualifying Round | |
| Khurram Shazad 2 (33, 83) Joe Mitchell (87) |
| Brandon Holdsworth 2 (12, 43) Sonnie Coleman 3 (30, 59, 70), Brian Close sent off (77) |
| 2020-10-14 19:45:0014/10/20 | Guisborough Town v Thornaby | 1 - 2 | Division 1 | 2020-21 | King George V Ground | | 282 |
| Christian Selby (94 pen), Sonni Coleman sent off (51) |
| Peter Bulmer (35) Joseph Carter (71), Callum Hannah sent off (after final whistle) |
| 2020-10-17 15:00:0017/10/20 | Newcastle Benfield v Guisborough Town | 6 - 0 | Division 1 | 2020-21 | Sam Smith's Park | | 132 |
| Paul Brayson 5 (26, 31, 41, 83, 88) Richie Slaughter (65) |
| 2020-10-24 15:00:0024/10/20 | Guisborough Town v Whitley Bay | 0 - 5 | Division 1 | 2020-21 | King George V Ground | | 247 |
| Callum Martin sent off (76) |
| Lewis Orrell 2 (61, 93) Adam Shanks 2 (74, 79) Kieran Brennan (81) |
| 2020-10-27 19:30:0027/10/20 | Sunderland RCA v Guisborough Town | 5 - 1 | Division 1 | 2020-21 | Sunderland LGV Park | | 129 |
| Ryan Leonard (15) Nathan O'Neill (21) Stephen Callen (29) Dylan Elliott (37) James Fairley (54) |
| Steven Roberts (75), Mark Robinson missed pen (7) Christian Selby sent off (51) |
| 2020-10-31 15:00:2231/10/20 | Guisborough Town v Runcorn Town | 2 - 0 | | 2020-21 | King George V Ground | FA VaseFirst Round | 187 |
| Joe Ferguson (35) Matthew Garbutt (45+1) |
| 2020-12-05 13:30:0705/12/20 | Guisborough Town v Liversedge | 1 - 4 | | 2020-21 | King George V Ground | FA VaseSecond Round | BCD |
| Paul Young (38) |
| Alfie Raw (66), Oliver Fearom (73), Paul Walker (83), Joe Walton (90+2) |
