| Dover Athletic FC v Weymouth 09/09/2023 | View match | |
| Weymouth v Chippenham Town 23/09/2023 | View match | |
| Slough Town v Weymouth 07/10/2023 | View match | |
| Weymouth v Tonbridge Angels 14/10/2023 | View match | |
| Weymouth v Eastbourne Borough 21/10/2023 | View match | |
| Yeovil Town FC v Weymouth 24/10/2023 | View match | |
| Havant & Waterlooville v Weymouth 28/10/2023 | View match | |
| Weymouth v Welling United 04/11/2023 | View match | |
| Weymouth v Bath City 07/11/2023 | View match | |
| Farnborough Town v Weymouth 11/11/2023 | View match | |
| Torquay United FC v Weymouth 14/11/2023 | View match | |
| Weymouth v Truro City A.F.C 21/11/2023 | View match |