| W |
- The Waifs: 2001, 2002, 2006, 2010
- The Wailers 2009
- The Wailin' Jennys: 2003, 2006
- Loudon Wainwright III: 1983, 1989, 1999, 2009
- Martha Wainwright (QC): 1999, 2005
- Rufus Wainwright: 1999
- Wajjo: 2000
- Jerry Jeff Walker: 1989
- Jennifer Warnes: 2001
- The Warsaw Village Band (Poland): 2005
- Abigail Washburn and the
Sparrow Quartet featuring Bela Fleck 2008
- Martha Wainwright 2008
- Sneezy Waters: 1987
- Doc Watson: 1982
- Patrick Watson and the Wooden Arms 2010
- The Waybacks (USA): 2004
- The Weakerthans (MB): 2005
- Gillian Welch & David Rawlings: 1996
- Kevin Welch: 1993
- Junior Wells: 1995
- Papa Wemba: 1990
- Wheatland County: 1980
- Cheryl Wheeler: 1991, 2002
- Whiskey Jack: 1983, 1985
- Ian Whitcomb & Dick Zimmerman: 1985
- Andy White: 1999
- White Braid Society of Dancers and Drummers: 1989
- Diamond Joe White: 1980, 1981, 1983, 1999
- Diamond Joe White Izzi: 1987
- Jim White 2008
- Chris Whiteley and Caitlin Hanford: 1985
- Ken Whitely: 1988
- Ken and Chris Whitely: 1997
- Nancy White: 1993
- Richard White: 1980, 1986
- Scott Wicken: 1996
- Wilco: 2000
- David Wilcox: 1982
- The Wild Colonial Boys: 1984
- Nathan Wiley: 2003
- David Wilkie (AB): 2004
- David Wilkie and Stewart MacDougall: 1990
- Dar Williams: 1996, 2000, 2003, 2008
- Holly Williams 2010
- Lucinda Williams: 1989, 1992
- Mason Williams: 1983
- Robin Williamson: 1980
- Tim Williams (AB): 1988, 1996, 1999, 2002, 2007
- Victoria Williams: 1996
- Willie and Lobo: 1997, 1999
- Dan Wilson 2010
- Tom Wilson (ON): 2007
- Jesse Winchester: 1981, 1986, 2001
- Bob Wiseman: 1999
- Jimmy Witherspoon: 1994
- Wolfstone: 1996
- Women in the Round: Ashley Cleveland, Karen Stalely, Pam Tillis, Tricia Walker: 1990
- Women of Albion: 1995
- The Wooden Sky 2009
- David Woodhead: 1980
- Woodlands Cree Kids Choir (MB/SK): 2007
- Paul Wood & Doug Johnson: 1984
- Richard Wood: 1999, 2002
- Royal Wood 2008
- Hawksley Workman and the Wolves (QC): 2004
- Hawksley Workman: 2006, 2008
- John Wort Hannam (AB): 2005, 2008
- W.P. Puppeteers: 1988
- Holly Wright: 1980
- Moz Wright: 1985
- Jennifer and Hazel Wrigley: 1999
- Winston Wuttunee: 1983, 1985
- Wyrd Sisters: 1997, 2001
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