+1 Adagio for Strings by Samuel Barber
+1 for Hallelujah , both Cohen and Buckley versions. Each brings something different to it.
“Amazing Grace” by Judy Collins, the version that sounds like it was recorded in a church with a choir for a background. (No, I am not religious).
“Mama I’m coming Home” by Ozzy. If you turn it up loud, real loud, so you can feel it fill the room.
“Sodade” by Cesaria Evora
“Without You” by Harry Nilsson
“Full of Grace” by Sarah McLachlan
Maybe not top tier achingly beautiful, but still pretty good:
“Heal Over” by KT Tunstall
“Don’t leave me on my own” by Chris Isaak (ok, pretty much anything by Isaak is sad but pretty)
And, don’t judge me, “Voice Within” by Christina Aguilera. Not sad, just a great voice IMHO.
There’s another song, “Patchwork” by Amberhawke, that I can’t find a link to anywhere. “Aching” doesn’t do it justice, though it applies, as does “haunting”. It’s a song about two young orphans who make their way by busking, and it spans from before their mother’s death to townsfolk finding their bodies in a snowbank. It’s beautiful–twelve string guitar and fiddle accompanying Linda King-Burdge’s husky voice that sounds like she’s crying the whole time–but the lyrics are brutal.