| Year | Winner | Runner Up | Wooden Spoon |
|---|---|---|---|
| 1985-86 | George & Dragon 'B' | ||
| 1994-95 | Hook & Glove 'B' | Star | |
| 1995-96 | Cuckoo Inn 'B' | ||
| 1996-97 | Lions Head 'C' | ||
| 1997-98 | Cuckoo Inn 'B' | Hook & Glove 'B' | |
| 1998-99 | Wyndham Arms | Royal Oak | Cuckoo Inn 'A' |
| 1999-00 | Lions Head 'A' | Hogs Head | White Horse |
| 2000-01 | Cuckoo Inn 'A' | White Horse | Tollgate Inn |
| 2001-02 | Silver Plough, Pitton | Railway Tavern 'B' | Tollgate Inn |
| 2002-03 | Royal Oak | Appletree, Redlynch | Tollgate Inn |
| 2003-04 | Kings Arms, Fisherton St. 'A' | Kings Arms, Fisherton St. 'B' | Dusthole 'B' |
| 2004-05 | Lamb Inn, Nomansland | White Horse, Quidhampton | Queens Arms 'A' |
| 2005-06 | Fountain Inn, Whiteparish | =Plume of Feathers, Shrewton =Cuckoo Inn, Hamptworth 'B' |
Parish Lantern, Whiteparish |
| 2006-07 | Deacons Alms | Queens Arms 'A' | Kings Arms, Fisherton St 'B' |
| 2007-08 | Devizes Inn | Lord Nelson, Winterslow 'B' | Royal Oak |
| 2008-09 | Anchor & Hope | The Village | Cuckoo Inn, Hamptworth 'B' |
| 2009-10 | Wilton Hotel, Wilton Road | Railway Tavern | Cuckoo Inn, Hamptworth 'B' |