It's "I'm So Lonesome I Could Cry." It's a cover of a Hank Williams song. As for who is performing it, that's long been a question without a good answer. There is a recording of that song by an artist called Cowboy Junkies that is extremely similar to what Vivian Dmitry is listening to.
Who sang I'm so lonesome I could cry in "Rest in Peace Mrs. Columbo?
Email Who sang I'm so lonesome I could cry in Rest in peace Mrs. Columbo