| Year | Mens Div 1 | Mens Div 2 | Mens Div 3 | Mens Div 4 |
| 2024/25 | Andy Harvey | David Moule | Alun Williams | N/A |
| 2023/24 | N/A | |||
| 2022/23 | Ben Simpson | Robbie Welfare | Rob Hayes | N/A |
| 2021/22 | Andy Harvey | John Gaffney | Sam Ellis | George Stockdale |
| 2019/20 | Jamie Kelling | Neil Catchpole | Steve Turner | Ian Cairns |
| 2018/19 | Paul Reidy | Mark Chilton | Ben Simpson | Ian Cairns |
| 2017/18 | Jamie Kelling | Darren Cullip | Alan Vines | Darren Burns |
| 2016/17 | Jeff White | Kev Parsons | Adam Welfare | Maurice Hughes |
| Year | Mens Singles | Ladies Singles | Pairs | Triples/Fours |
| 2024/25 | See Above | David Moule & Andy Deavall | Chute | |
| 2023/24 | See Above | |||
| 2022/23 | See Above | |||
| 2021/22 | See Above | Kacey Jayde Witcher | S Coxhead & M Thorne | Chute Allstars |
| 2019/20 | See Above | Charlotte Burgess | P Reidy & S Jordan | The Raptors |
| 2018/19 | See Above | Rose Newman | A MacDonald & A Monk | |
| 2017/18 | See Above | Fran Elwick | K Parsons & G Howard | That’s Yer Lotte |
| 2016/17 | See Above | Harriet Raynsford | B Simpson & J Kelling | Enham Loyals |
| 2015/16 | Jamie Kelling | Harriet Raynsford | J Kelling & B Simpson | Enham Loyals |
| 2014/15 | Ben Simpson | Charlotte Burgess | P Reidy & S Reidy | Railway Allstars |
| 2013/14 | Ian Greenaway | Harriet Raynsford | R Ford & J White | Andover Golf Club |
| 2012/13 | Ian Greenaway | Erica Hartnett | A Monk & M Thorne | Andover Golf Club |
| 2011/12 | Richie Ford | Samantha Pike | B Simpson & A Ralph | Thomas & Friends |
| 2010/11 | Steve Barnes | Samantha Pike | J White & A Dallimore | Chute A |
| 2009/10 | Adam Major | Charlotte Burgess | G Howard & J White | Royal Oak A |
| 2008/09 | Glen Dawkins | Charlotte Burgess | J White & V Tipple | Chute A |
| 2007/08 | Sean Howard | Samantha Pike | P Reidy & M Thorne | |
| 2006/07 | Chris Bailey | Kelly Young | ||
| 2005/06 | Danny Clayton | |||
| 2004/05 | Ali MacDonald | G Johnson & R Smith | ||
| 2003/04 | Pete Hainer | |||
| 2002/03 | Darren Barnes | |||
| 2001/02 | Roy Jeffcoat | |||
| 2000/01 | Pete Tapp |
| Year | Division 1 | Division 2 | Division 3 | Division 4 | Division 5 |
| 2024/25 | Chute Club | Ali’s Lardi Army | Globetrotters | ||
| 2023/24 | Chute Club | Wolf Pack | W.S.S.C B | ||
| 2022/23 | Charlatons | Team Street | Flightless Eagles | ||
| 2021/22 | Southampton Arms | Dens Deserters | Team Street | Daves Railroaders | |
| 2019/20 | Not Completed | Not Completed | Not Completed | Not Completed | |
| 2018/19 | Chute Allstars | Central Nomads | Longmans Legion | Enham Archers | |
| 2017/18 | That’s Yer Lotte | Shipton Mudslugs | Chute B | Ludgershall SSC | |
| 2016/17 | Enham Loyals | Legion Z | Railway Club | Railroaders | |
| 2015/16 | Enham Loyals | Tidworth Legionaires | Hurstbourne RBL | The Winmills | Railway Club |
| 2014/15 | Charlatons | Railway Allstars | Wolf Pack | Bar 34 | Wolversdene Gingers |
| 2013/14 | Andover Golf Club | Enham Loyals | Wolves Chuckers | Derailed | Q.C.F.Y |
| 2012/13 | Andover Golf Club | Wolves B | Wolversdene C | Wel. Stranger B | Central Y |
| 2011/12 | Wolves A | Merlin A | Lardicake B | Rail Roaders | Royal Mail |
| 2010/11 | Chute A | Shipton SSC A | Chutes B | Lardicake B | W.S.S.C B |
| 2009/10 | Chute A | The Lamb | Tidworth Saints | Chute B | Shipton SSC |
| 2008/09 | Chute A | The Lectors | Southampton Arms | Team Street | |
| 2007/08 | Chute A | Ludgershall A | Royal Oak B | The Taveners | |
| 2006/07 | Wolversdene A | Wykeham FD | Ludgershall A | Tidworth Royal | |
| 2005/06 | New Street | Wyke Down | Hurstbourne RBL B | Anton Arms | |
| 2004/05 | Chute A | Chute B | Oak Smanell | Hurstbourne RBL B | |
| 2003/04 | Chute A | Tidworth RBL | Wykeham Club | ||
| 2002/03 | Chute A | Merry Monk B | Anton Arms B | ||
| 2001/02 | Blacksmiths | Anton Arms C | Chute Club | White Hart Stoke | |
| 2000/01 | Clatford Arms | Lardicake A | New Street B | Walnut Tree |
| Year | Team KO 1 & 2 | Team KO 3, 4 & 5 | Plate KO |
| 2024/25 | Legion Z | N/A | Ali’s Lardi Army |
| 2023/24 | Chute Club | N/A | Central Line |
| 2022/23 | Charlatons | N/A | W.S.S.C C |
| 2021/22 | |||
| 2019/20 | Chute Allstars | The Winmills | Enham Rejects |
| 2018/19 | Chute Allstars | Longmans Legion | Burgos Buddies |
| 2017/18 | That’s Yer Lotte | Enham Rejects | Legion Z |
| 2016/17 | Enham Loyals | Enham Rejects | Legion Lobbers |
| 2015/16 | Chute Allstars | Welcome Stranger B | Wolves A |
| 2014/15 | Charlatons | Bar 34 | Wolves A |
| 2013/14 | Andover Golf Club | Derailed | Lecters |
| 2012/13 | Andover Golf Club | Wolversdene C | Shipton SSC A |
| 2011/12 | Team Street | Wolversdene C | The Lamb |
| 2010/11 | Chute A | Chute B | Royal Oak A |
| 2009/10 | Chute A | Nutcrunchers | Tidworth Mixers |
| 2008/09 | Andover New Street | Ludgershall B | Team Street |
| 2007/08 | Lardicake A | Chute Club | |
| 2006/07 | Wolversdene A | The Lecters | |
| 2005/06 | Chute Club | Tidworth RBL | |
| 2004/05 | Chute Club | Borough Old Boys | |
| 2003/04 | Transplus | Chute Club B | |
| 2002/03 | Chute Club | New Street A | |
| 2001/02 | White Hart Stoke | ||
| 2000/01 | Clatford Arms A | ||
| 1999/00 | Clatford Arms A | ||
| 1998/99 | Hurstbourne RBL A | ||
| 1997/98 | Merlin | ||
| 1996/97 | Chestnut | ||
| 1992/93 | Old Brewery | ||
| 1991/92 | Old Brewery | ||
| 1990/91 | Wolversdene A | ||
| 1989/90 | Wolversdene A | ||
| 1987/88 | Tavern | ||
| 1986/87 | Meadow Club | ||
| 1984/85 | Hurstbourne RBL | ||
| 1983/84 | Merry Monk | ||
| 1982/83 | Borough arms | ||
| 1981/82 | Quarley Club | ||
| 1980/81 | British Oak | ||
| 1979/80 | George Andover | ||
| 1978/79 | Merlin |
| Year | Captains Cup | Micky Richards Cup |
| 2021/22 | Arron Monk | |
| 2017/18 | Chris Tanner | Richie Ford |
| 2016/17 | Gareth Wood | Luke Humphries |
| 2015/16 | Andy Deavall | John Gaffney |
| 2014/15 | Andy Harvey | Jamie Kelling |
| 2013/14 | Andy Deavall | Mark Thorne |
| 2012/13 | Gavin Howard | Mark Thorne |
| 2011/12 | Richard Smith | Mark Thorne |