| Hampton & Richmond Borough v Weymouth 15/04/2023 | View match | |
| Weymouth v Slough Town 22/04/2023 | View match | |
| Taunton Town v Weymouth 25/04/2023 | View match | |
| Dover Athletic FC v Weymouth 29/04/2023 | View match | |
| St Albans City v Weymouth 05/08/2023 | View match | |
| Weymouth v Dartford 12/08/2023 | View match | |
| Weymouth v Taunton Town 15/08/2023 | View match | |
| Hemel Hempstead Town v Weymouth 19/08/2023 | View match | |
| Weymouth v Chelmsford City 26/08/2023 | View match | |
| Worthing FC v Weymouth 28/08/2023 | View match | |
| Weymouth v Maidstone United (1992) 02/09/2023 | View match | |
| Hampton & Richmond Borough v Weymouth 05/09/2023 | View match |