(League Runners Up)

1948-49       Ship Inn

1949-50       British Legion Club

1950-51       Black Lion Hotel

1951-52       Black Lion Hotel

1952-53       Black Lion Hotel

1956-57       Town Hall Hotel

1960-61       Turf Hotel

1961-62       Kings Head Hotel

1964-65       Fleece Hotel

1967-68       Unicorn

1972-73       Golden Lion Hotel

1977-78       Golden Lion

1978-79       Golden Lion

1984-85       Fire Station

1985-86       Board Inn

1990-91       King William Brompton

1991-92       King William Brompton

1992-93       Croft WMC

1993-94       King William Brompton

1994-95       King William Barton

1995-96       King William Barton

1996-97       Croft WMC

1997-98       King William Barton A

1998-99       King William Barton A

1999-00       King William Brompton

2000-01       King William Brompton

2001-02       King William Brompton

2002-03      Bay Horse Middleton Tyas

2003-04      King William Brompton

(Division 2 Runners Up)

2004-05      King William Barton

2006-07      Hanson A

2007-08      The Ship

2008-09      Oak Tree

2009-10       King William Barton

(Knockout Cup Runners Up)

2010-11        Cricket Club

2011-12        Half Moon

2012-13       Half Moon

2013-14       Kings Head Leyburn

2014-15       Scotton B

2015-16       Scotton B

2016-17       Holly Hill

2017-18       Cricket Club A

2018-19       Hanson B

2021-22       Holly Hill

2022-23       Holly Hill

2023-24      Cricket Club

2024-25      Hanson B