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| 30/08/2008 | Colchester & E.E. 3rd | 308-4 | v | Great Braxted & Tiptree 2nd | 205-7 | Colchester & E.E. 3rd won by 103 runs |
| 30/08/2008 | Springfield | 147-1 | v | Ardleigh 2nd | 144-10 | Springfield won by 9 wickets |
| 31/08/2008 | Ardleigh 2nd | 50-10 | v | Great Bentley 2nd | 177-5 | Great Bentley 2nd won by 127 runs |
| 31/08/2008 | Cressing | 151-9 | v | Wickham Bishops | 150-10 | Cressing won by 1 wicket |
| 31/08/2008 | Springfield | 147-1 | v | St Osyth 2nd | 144-10 | Springfield won by 9 wickets |
| 31/08/2008 | Stebbing | 195-10 | v | Elmstead Grasshoppers | 224-8 | Elmstead Grasshoppers won by 29 runs |
| DIVISION 5 | Pld | Won | Lost | Tied | Void | Bonus | Total | Avrg |
| Elmstead Grasshoppers | 15 | 10 | 1 | 0 | 4 | 7 | 207 | 18.81 |
| Springfield | 14 | 9 | 2 | 0 | 3 | 11 | 191 | 17.36 |
| Stebbing | 15 | 10 | 4 | 0 | 1 | 25 | 225 | 16.07 |
| St Osyth 2nd | 16 | 10 | 4 | 0 | 2 | 12 | 212 | 15.14 |
| Wickham Bishops | 18 | 7 | 8 | 0 | 3 | 43 | 183 | 12.20 |
| Cressing | 17 | 7 | 7 | 0 | 3 | 22 | 162 | 11.57 |
| Colchester & E.E. 3rd | 14 | 5 | 8 | 0 | 1 | 37 | 137 | 10.53 |
| Ardleigh 2nd | 13 | 3 | 9 | 0 | 1 | 34 | 94 | 7.83 |
| Great Bentley 2nd | 17 | 3 | 12 | 0 | 2 | 50 | 110 | 7.33 |
| Great Braxted & Tiptree 2nd | 17 | 3 | 12 | 0 | 2 | 44 | 104 | 6.93 |