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What won the Grammy for Album of the Year in 1966? Released shortly before the act's 50th birthday, it garnered their second of three Album of the Year wins.
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| "September of My Years" - Frank Sinatra |
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| "Magical Mystery Tour" - The Beatles |
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| "Ella Fitzgerald Sings the Irving Berlin Songbook" - Ella Fitzgerald |
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| "Love and Theft" - Bob Dylan |