| 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 |
| 2010-11 | Royal George A | Parish Lantern, Whiteparish | Butt of Ale |
| 2011-12 | White Horse, Quidhampton | Black Horse, Hurdcott B | Silver Plough, Pitton |
| 2012-13 | Railway Tavern | Hook & Glove | Silver Plough, Pitton |
| 2013-14 | Lions Head B | Cuckoo Inn B | Silver Plough, Pitton |
| 2014-15 | Fountain Inn, Whiteparish | Royal George A | Silver Plough, Pitton |
| 2015-16 | Lord Nelson, Winterslow B | Black Horse, Hurdcott B | Village Freehouse A |
| 2016-17 | Village Freehouse A | Devizes Inn | Huntsman Tavern |