Mood Music: Sad Songs
Sad songs for those melancholy moments. Curl up in front of the fire, turn on the music, hug yourself, and just ache.
My award for the saddest song of all time goes to "The Great Valerio," from Richard & Linda Thompson's I Want to See the Bright Lights Tonight. A haunting melody with some wonderful modal intervals. Several other artists have recorded it: June Tabor, Linda Thompson, and Maddy Prior.
Joni Mitchell's Blue is a good place to start with for those that prefer a sad story to accompany their sad music.
Songs can be sad because of the melody or because of the words. For sad words it's hard to beat the old folk ballads and it is hard to beat Martin Carthy for a performer. Traditional folk ballads are, however, an acquired taste.