| 2022-07-06 19:45:1606/07/22 | Guisborough Town v Middlesbrough U23 | 19:45:167:45 pm | | 2022-23 | King George V Ground | Friendly | |
| 2022-07-09 15:00:2309/07/22 | Guisborough Town v Marske United | 15:00:233:00 pm | | 2022-23 | King George V Ground | Friendly | |
| 2022-07-13 19:30:1013/07/22 | Thornaby v Guisborough Town | 19:30:107:30 pm | | 2022-23 | Teesdale Park | Friendly | |
| 2022-07-30 15:00:0030/07/22 | Thornaby v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Teesdale Park | | |
| 2022-08-02 19:30:0002/08/22 | West Auckland Town v Guisborough Town | 19:30:007:30 pm | Division 1 | 2022-23 | Wanted Stadium | | |
| 2022-08-10 19:45:0010/08/22 | Guisborough Town v Newcastle Benfield | 19:45:007:45 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-08-16 19:45:0016/08/22 | Guisborough Town v Whickham | 19:45:007:45 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-08-20 15:00:0020/08/22 | Guisborough Town v West Allotment Celtic | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-08-24 19:45:0024/08/22 | Guisborough Town v Tow Law Town | 19:45:007:45 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-08-30 19:30:0030/08/22 | Newton Aycliffe v Guisborough Town | 19:30:007:30 pm | Division 1 | 2022-23 | Newton Aycliffe Sports Club | | |
| 2022-09-03 15:00:0003/09/22 | Ashington AFC v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Woodhorn Lane | | |
| 2022-09-07 19:45:0007/09/22 | Guisborough Town v Heaton Stannington | 19:45:007:45 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-09-10 15:00:0010/09/22 | Guisborough Town v Whitley Bay | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-09-17 15:00:0017/09/22 | Carlisle City v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | | | |
| 2022-10-01 15:00:0001/10/22 | Penrith v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | The Frenchfield Stadium | | |
| 2022-10-04 19:45:0004/10/22 | Guisborough Town v Bishop Auckland | 19:45:007:45 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-10-08 15:00:0008/10/22 | Guisborough Town v Seaham Red Star | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-10-12 19:30:0012/10/22 | Crook Town v Guisborough Town | 19:30:007:30 pm | Division 1 | 2022-23 | The Sir Tom Cowie Millfield | | |
| 2022-10-15 15:00:0015/10/22 | Redcar Athletic v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Green Lane | | |
| 2022-10-22 15:00:0022/10/22 | Guisborough Town v Crook Town | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-10-29 15:00:0029/10/22 | Pickering Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Mill Lane | | |
| 2022-11-05 15:00:0005/11/22 | Guisborough Town v Sunderland RCA | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-11-12 15:00:0012/11/22 | Guisborough Town v West Auckland Town | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-11-19 15:00:0019/11/22 | Newcastle Benfield v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Sam Smith's Park | | |
| 2022-11-26 15:00:0026/11/22 | Whickham v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Glebe Sports Ground | | |
| 2022-12-10 15:00:0010/12/22 | Tow Law Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Ironworks Road | | |
| 2022-12-17 15:00:0017/12/22 | Guisborough Town v Newton Aycliffe | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2022-12-26 15:00:0026/12/22 | Guisborough Town v Northallerton Town | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2023-01-07 15:00:0007/01/23 | Heaton Stannington v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Grounsell Park | | |
| 2023-01-14 15:00:0014/01/23 | Guisborough Town v Thornaby | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2023-01-21 15:00:0021/01/23 | Bishop Auckland v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Heritage Park | | |
| 2023-02-04 15:00:0004/02/23 | West Allotment Celtic v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | East Palmersville Sports Pavilion | | |
| 2023-02-11 15:00:0011/02/23 | Guisborough Town v Ashington AFC | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2023-02-18 15:00:0018/02/23 | Whitley Bay v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Hillheads Park | | |
| 2023-02-25 15:00:0025/02/23 | Guisborough Town v Carlisle City | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2023-03-11 15:00:0011/03/23 | Guisborough Town v Penrith | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2023-03-18 15:00:0018/03/23 | Seaham Red Star v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | The Ferguson Motor Repairs Stadium | | |
| 2023-03-25 15:00:0025/03/23 | Guisborough Town v Redcar Athletic | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2023-04-07 15:00:0007/04/23 | Northallerton Town v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | The Calvert Stadium | | |
| 2023-04-15 15:00:0015/04/23 | Guisborough Town v Pickering Town | 15:00:003:00 pm | Division 1 | 2022-23 | King George V Ground | | |
| 2023-04-22 15:00:0022/04/23 | Sunderland RCA v Guisborough Town | 15:00:003:00 pm | Division 1 | 2022-23 | Sunderland LGV Park | | |
