| Malmesbury Arms 'A' | vs | Winchester Gate |
| BYE | vs | Malmesbury Arms 'B' |
| Salisbury Arms | vs | Greyhound, Wilton |
| Black Horse, Hurdcott 'A' | vs | BYE |
| Lamb Inn, Nomansland | vs | Woodfalls Inn, Woodfalls |
| Fountain Inn, Whiteparish | vs | White Horse, Quidhampton |
| Royal George 'B' | vs | The Village |
| Hook & Glove, Farley | vs | Queens Arms 'B' |
| BYE | vs | Anchor & Hope |
| Devizes Inn | vs | George Inn, Shrewton |
| Queens Arms 'A' | vs | Cuckoo Inn, Hamptworth 'A' |
| Cuckoo Inn, Hamptworth 'B' | vs | Lord Nelson, Winterslow |
| Black Horse, Hurdcott 'B' | vs | Royal George 'A' |
| Parish Lantern, Whiteparish | vs | Lions Head, Winterslow |
| BYE | vs | Black Horse, West Tytherley |
| Railway Tavern | vs | Swan Inn, Stoford |
Matches to be played on 22nd Sept 2008