'' The Movie Song Album '' is a 1966 studio album by Tony Bennett . The album consists of songs from films , opening with the theme from '' The Oscar '' , in which Bennett had recently appeared . With this project of such high quality of song material and collaborators , he was to describe the album in his autobiography as his " all time favorite record " . Johnny Mandel was the musical director , and he and Neal Hefti and Quincy Jones arranged and conducted their own compositions on the album . Luiz Bonfá played the guitar on his two songs , " Samba de Orfeu " and " The Gentle Rain " . The pianists Tommy Flanagan , Jimmy Rowles and Lou Levy all collaborated , each on one song . Bennett 's recording of " The Shadow of Your Smile " won Mandel and Paul Francis Webster the Grammy Award for Song of the Year at the Grammy Awards of 1966 , and Bennett performed the song at the 38th Academy Awards , where it won the Academy Award for Best Original Song .
38th Academy Awards
38th Academy Awards
The Movie Song Album