What is the name of the 1966 album that won the Grammy for Album of the Year?

The 1966 album that won the Grammy for Album of the Year was September of My Years. Sinatra recorded the album during a reflective period surrounding his 50th birthday, and its mature, nostalgic tone distinguished it from his more overtly swinging projects.

The album was arranged and conducted by Gordon Jenkins, whose orchestral settings emphasized themes of memory, aging, lost love, and changing times. Its songs included “It Was a Very Good Year,” which became one of Sinatra’s signature recordings, as well as “September Song” and “Hello, Young Lovers.”

At the 8th Annual Grammy Awards, September of My Years won Album of the Year, and Sinatra also won Best Vocal Performance, Male, for “It Was a Very Good Year.” The victory was part of a remarkable run in which Sinatra repeatedly dominated the Academy’s principal album categories.

Readers sometimes confuse it with A Man and His Music, another Sinatra Album of the Year winner, or with Sinatra at the Sands, a celebrated live album released in 1966 but not the year’s Album of the Year winner. September of My Years was the specific Grammy-winning title.