A Grade
Mens Singles Challenge Cup
1927-28 I Watson Dunsandel
1950-51 Frank Carter Southbridge
1951-52 David Anderson Leeston
1952-53 Ivor Pickering Ladbrooks
1953-54 Ivor Pickering Ladbrooks
1954-55 Frank Carter Southbridge
1955-56 Arthur Jones Southbridge
1956-57 Ian Jones Southbridge
1957-58 Arthur Jones Southbridge
1958-59 Ian Jones Southbridge
1959-60 Ian Jones Southbridge
1960-61 Arthur Jones Southbridge
1961-62 Noel Alexander Southbridge
1962-63 Dick Taiaroa Leeston
1963-64 Dick Taiaroa Leeston
1964-65 Alan Watkins Springston
1965-66 Noel Alexander Southbridge
1966-67 Maynall Jordan Lincoln
1968-69 Gerry Lonie Dunsandel
1967-68 Maynall Jordan Lincoln
1969-70 Noel Alexander Southbridge
1970-71 Alan Watkins Springston
1971-72 B Charlesworth
1972-73 Noel Alexander Southbridge
1973-74 Noel Alexander Southbridge
1973-74 David Murfitt Hornby
1974-75 Grant Jackson Hornby
1975-76 L Smeath
1976-77 Jeff Vessey Leeston
1977-78 Martin Beaumont Prebbleton
1978-79 Martin Beaumont Prebbleton
1979-80 Martin Beaumont Prebbleton
1980-81 Graeme Main Prebbleton
1981-82 Peter Terrace Tai Tapu
1982-83 Shane Adair Hornby
1983-84 Adrian Chesterton Prebbleton
1984-85 Graeme Main Lincoln
1985-86 Adrian Chesterton Prebbleton
1986-87 Adrian Chesterton Prebbleton
1987-88 Jeff Vessey Leeston
1988-89 Steven Baird Lincoln
1989-90 Steven Baird Lincoln
1990-91 Steven Baird Lincoln
1991-92 Darryn Pearce Wigram
1992-93 Darryn Pearce Springston
1993-94 Steven Baird Lincoln
1994-95 Brent Happer Leeston
1995-96 Darryn Pearce Springston
1996-97 Steven Baird Lincoln
1997-98 Brent Happer Leeston
1998-99 Hamish Lavender Lincoln
1999-00 Neil Sonne Springston
2000-01 Brent Winks Hornby
2001-02 Steven Baird Lincoln
2002-03 Kerryn Maynard Prebbleton
2003-04 Steven Baird Lincoln
2004-05 Kerryn Maynard Prebbleton
2005-06 Kerryn Maynard Prebbleton
2006-07 Vaughan Kingi Southbridge
2007-08 Steven Baird Killinchy
2008-09 Arco van Koppen Killinchy
2009-10 Kent Linyard Prebbleton
2010-11 Paul Hoeper Southbridge
2011-12 Harrison Ward Southbridge
2012-13 Jesse Wilson Prebbleton
2013-14 Sean Howson Springston
2014-15 Wilton Atkins Tai Tapu
2015-16 Wilton Atkins Tai Tapu
2016-17 Wilton Atkins Tai Tapu
2017-18 Wilton Atkins Rolleston
2018-19 Wilton Atkins. Rolleston
2019-20 Ben Smith Killinchy
Womens Singles Challenge Cup
Marjory Cunningham Leeston
A record has not been kept of the winners in the following years to 1949
1950-51 Joan Bruce Southbridge
1951-52 Nola Jury Leeston
1952-53 Joan Bruce Southbridge
1953-54 Maisie Hantz Lakeside
1954-55 Nola Jury Leeston
1955-56 Joan Bruce Southbridge
1956-57 Joan Bruce Southbridge
1957-58 Joan Bruce Southbridge
1958-59 Joy Watkins Springston
1959-60 Noeline Skilling Lakeside
1960-61 Joy Watkins Springston
1961-62 Pam Jordan Lincoln
1962-63 Noeline Skilling Lakeside
1963-64 Noeline Skilling Lakeside
1964-65 Noeline Skilling Lakeside
1965-66 Heather McCormick Lakeside
1966-67 Noeline Skilling Lakeside
1967-68 Judith Habgood Lincoln
1968-69 Judith Habgood Lincoln
1969-70 Noeline Skilling Lakeside
1970-71 Kathy Graham Prebbleton
1971-72 Kathy Graham Prebbleton
1972-73 Kathy Graham Prebbleton
1973-74 Elizabeth Coe Irwell
1974-75 G Edmeades
1975-76 J Christie
1976-77 Bernadette Carr Leeston
1977-78 Beryl Wilson Prebbleton
1978-79 Beryl Wilson Prebbleton
1979-80 Beryl Wilson Prebbleton
1980-81 Beryl Wilson Prebbleton
1981-82 Penny Kraak Tai Tapu
1982-83 Penny Kraak Tai Tapu
1983-84 Cherie Harrison Southbridge
1984-85 Kim Winks Hornby
1985-86 Beryl Wilson Prebbleton
1986-87 Judy Langford Lincoln (nee Habgood)
1987-88 Judy Langford Lincoln
1988-89 Wendy Read Wigram
1989-90 Vanessa Vaughan Greenpark
1990-91 Jo Ceelan Burnham
1991-92 Rosemary Challies Prebbleton
1992-93 Wendy Read Springston
1993-94 Carol Fifield Prebbleton
1994-95 Karen Townsend Prebbleton
1995-96 Jocelyn Gilbert Irwell
1996-97 Jocelyn Gilbert Irwell
1997-98 Louise Carpenter Prebbleton
1998-99 Vanessa Vaughan Lincoln
1999-00 Megan Carpenter Prebbleton
2000-01 Vanessa Vaughan Prebbleton
2001-02 Not played
2002-03 Louise Carpenter Prebbleton
2003-04 Vanessa Robinson Rolleston (nee Vaughan)
2004-05 Louise Carpenter Prebbleton
2005-06 Megan Carpenter Prebbleton
2006-07 Vanessa Robinson Rolleston
2007-08 Vanessa Robinson Rolleston
2008-09 Vanessa Robinson Rolleston
2009-10 Louise Carpenter Prebbleton
2010-11 Beth Williamson Ladbrooks
2011-12 Beth Williamson Ladbrooks
2012-13 Rebecca Harkerss Springston
2013-14 Louise Carpenter Prebbleton
2014-15 Rebecca Harkerss Springston
2015-16 Rebecca Harkerss Springston
2016-17 Not played
2017-18 Not played
2018-19 Beth Williamson Ladbrooks