The Day The Music Died is the title given to February 3, 1959. On the night of February 2, Buddy Holly, Richie Valens and The Big Bopper (J. P. Richardson) were killed when the plane they were on crashed en route to a gig in Fargo, North Dakota. Most people heard the news the next day, and so February 3 was given the title.
... Gordon Lightfoot
1987 The Guess Who[?]
1989 The Band
1990 Maureen Forrester[?]
1991 Leonard Cohen
1992 Ian and Sylvia[?]
1993 Anne Murray
1994 Rush
1995 ...