| Ebbsfleet United v Weymouth 06/12/2008 | View match | |
| Weymouth v Oxford United FC 09/12/2008 | View match | |
| Mansfield Town FC v Weymouth 20/12/2008 | View match | |
| Weymouth v Torquay United FC 26/12/2008 | View match | |
| Kidderminister Harriers v Weymouth 17/01/2009 | View match | |
| Weymouth v Northwich Victoria 24/01/2009 | View match | |
| Grays Athletic v Weymouth 27/01/2009 | View match | |
| Torquay United FC v Weymouth 10/02/2009 | View match | |
| Weymouth v Stevenage Borough FC 14/02/2009 | View match | |
| Weymouth v Rushden & Diamonds 21/02/2009 | View match | |
| York City FC v Weymouth 28/02/2009 | View match | |
| Crawley Town FC v Weymouth 08/03/2009 | View match |