"I Had the Craziest Dream" was written in 1942 by Harry Warren and Mack Gordon. The song was introduced by Frank Sinatra's first big band leader, Harry James (and His Music Makers), with vocals by Helen Forrest, in the film Springtime in the Rockies. Sinatra would do a devastating version on the "Past" side of his 1980 Trilogy: Past Present Future album.
From her Beach Samba (1967) album, here's Astrud Gilberto giving it a Bossa Nova spin:
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