| 2009-04-26 | WrexhamvWeymouthNational League · England | 2–0 | National League · England |
| 2009-04-24 | WeymouthvYorkNational League · England | 1–2 | National League · England |
| 2009-04-21 | HistonvWeymouthNational League · England | 1–0 | National League · England |
| 2009-04-18 | WeymouthvEbbsfleetNational League · England | 0–2 | National League · England |
| 2009-04-13 | WeymouthvForest GreenNational League · England | 1–1 | National League · England |
| 2009-04-11 | LewesvWeymouthNational League · England | 1–0 | National League · England |
| 2009-04-04 | Eastbourne BoroughvWeymouthNational League · England | 3–0 | National League · England |
| 2009-03-29 | WeymouthvBarrowNational League · England | 0–3 | National League · England |
| 2009-03-21 | WeymouthvKettering TownNational League · England | 0–2 | National League · England |
| 2009-03-17 | WeymouthvBurtonNational League · England | 0–5 | National League · England |
| 2009-03-14 | AltrinchamvWeymouthNational League · England | 4–0 | National League · England |
| 2009-03-10 | WeymouthvSalisburyNational League · England | 0–4 | National League · England |
| 2009-03-08 | Crawley TownvWeymouthNational League · England | 4–2 | National League · England |
| 2009-02-28 | YorkvWeymouthNational League · England | 2–0 | National League · England |
| 2009-02-21 | WeymouthvRushden & DNational League · England | 0–9 | National League · England |
| 2009-02-14 | WeymouthvStevenageNational League · England | 0–3 | National League · England |
| 2009-02-10 | TorquayvWeymouthNational League · England | 0–2 | National League · England |
| 2009-01-27 | GraysvWeymouthNational League · England | 1–1 | National League · England |
| 2009-01-24 | WeymouthvNorthwichNational League · England | 3–0 | National League · England |
| 2009-01-17 | KidderminstervWeymouthNational League · England | 0–2 | National League · England |