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Academy of Country Music
Wikipedia[2] and the ACM's 34th-awards listing give 5 May 1999; the Washington Post[1]/AP story is dated 6 May 1999 and reports the winners 'tonight', i.e. the evening of 5 May Pacific time (print date the next morning).
The 34th Academy of Country Music Awards were held on 5 May 1999 at the Universal Amphitheatre with no host; Garth Brooks was Entertainer of the Year and named Artist of the Decade, and the Dixie Chicks took Album of the Year for Wide Open Spaces.