| Match Date |
Home |
Away |
| 06/09/2008 |
Blandford United |
Wincanton Town |
| 06/09/2008 |
Chickerell United (P) |
Sturminster Newton United |
| 06/09/2008 |
Hamworthy Recreation |
Bridport Reserves |
| 06/09/2008 |
Hamworthy United Reserves |
Swanage Town & Herston |
| 06/09/2008 |
Portland United (C) |
Poole Borough |
| 06/09/2008 |
Sturminster Marshall |
Cranborne |
| 06/09/2008 |
Westland Sports |
Cobham Sports |
| 13/09/2008 |
Blandford United |
Chickerell United (P) |
| 13/09/2008 |
Cobham Sports |
Sturminster Newton United |
| 13/09/2008 |
Cranborne |
Hamworthy United Reserves |
| 13/09/2008 |
Poole Borough |
Bridport Reserves |
| 13/09/2008 |
Sturminster Marshall |
Holt United |
| 13/09/2008 |
Swanage Town & Herston |
Westland Sports |
| 13/09/2008 |
Wincanton Town |
Portland United (C) |
| 20/09/2008 |
Blandford United |
Sturminster Marshall |
| 20/09/2008 |
Bridport Reserves |
Chickerell United (P) |
| 20/09/2008 |
Cobham Sports |
Poole Borough |
| 20/09/2008 |
Cranborne |
Portland United (C) |
| 20/09/2008 |
Hamworthy United Reserves |
Hamworthy Recreation |
| 20/09/2008 |
Holt United |
Swanage Town & Herston |
| 20/09/2008 |
Wincanton Town |
Sturminster Newton United |
| 27/09/2008 |
Chickerell United (P) |
Wincanton Town |
| 27/09/2008 |
Hamworthy Recreation |
Holt United |
| 27/09/2008 |
Portland United (C) |
Bridport Reserves |
| 27/09/2008 |
Sturminster Marshall |
Cobham Sports |
| 27/09/2008 |
Sturminster Newton United |
Cranborne |
| 27/09/2008 |
Swanage Town & Herston |
Blandford United |
| 27/09/2008 |
Westland Sports |
Hamworthy United Reserves |
