Taken from the December 29, 1963 episode of The Judy Garland Show, “That Lonesome Road” was one of many music numbers from that evening’s offerings, which were produced among some difficult times for Garland and for all of the United States. “Show 14 lacks a little of the sparkle of other episodes, but this is hardly surprising when you consider that Judy should really have been resting during the time it was filmed,” (JudyGarlandProject). “The taping occurred in the aftermath of President Kennedy’s assassination. However, rather than take time off, it appears that Garland worked harder than ever following the death of her friend.
… Looking back on the entire series, over fifty years after it was broadcast, one can only be astounded at the huge achievement that it was, and still is. American seasons are lengthy, and here we have 26 episodes, each of nearly one-hour running times. Not only do they star the ‘World’s Greatest Entertainer’ but also a roll-call of the some of the great singers of the twentieth century, including Peggy Lee, Lena Horne, Tony Bennett, Vic Damone, and Barbra Streisand. These shows will be around long after all of us have gone, and amen to that.”
Bobby Darin, an eventual inductee into both the Rock and Roll Hall of Fame and the Songwriters’ Hall of Fame, was an established pop star and movie actor by the time of his guest appearance on Garland’s show. Converting Darin’s well-known tune “That Lonesome Road” into a duet for the episode, the two vocalists change keys at 0:58 and 1:40.