Most Hauntingly Beautiful and Sad Songs

Title is quite self explanatory. Just a list of songs that make you look at everything a little differently after listening to them. Very sad, but in the best of ways.

The Contenders: Page 3

41 9 Crimes - Damien Rice

This is honestly such a beautiful and touching song. I love listening to it

I cry when I hear this song. Unbelievebly beautiful. So much meaning

42 Everything Means Nothing to Me - Elliott Smith

Definitely was a hard decision to pick between this song and "How To Disappear Completely". In the Radiohead song, the part that always gives me chills is at the end when it almost sounds like he's crying, "I'm not here - this isn't happening. " But in this song... Geez. It's so... Yeah, hauntingly beautiful. Damn eerie. Elliott Smith was the master of hauntingly beautiful songs.

The first time I heard this it conjured such an image that I can still recall it vividly. The back story is also just as striking as the song.

This song is all consuming, making you spiral down into a reality that stops existing the second the song stops. Needle in the hay is worth a mention too

43 Mad World - Michael Andrews

This is the most hauntingly beautiful song I have ever heard. The first time I ever heard this was when I was like 9. I was watching Smallville and this song came on at the end of the episode. I have never been more entranced by a song in my life.

44 Baby Mine - Betty Noyes
45 The Whisperer - David Guetta
46 Toxic - Robbie Williams

Sad, beautiful and very emotional song

47 If Only - Dove Cameron
48 Stan - Eminem

Amazing story telling from one of the best rappers, this song is like an emotional rollercoaster. You can feel the anger and hate building up and leading to an intense part that may be shocking if you listen it for the first time. The part that gets me is the last verse, when Eminem says 'Come to think about it, his name was... it was you. Damn'. Should be top 10

49 Untouchable, Pt. 2 - Anathema
50 Say Something - Cheyenne Jackson and Jackie Evancho

What can one say? Perfect.

From Jackie's PBS "Awakening - In Concert" special. See the YouTube VEVO video. A about a relationship headed for disaster as each party waits for the other to "Say Something". THE perfect duet.

Oh yeah, this song is a real downer. Beautifully sung by Jackie and Cheyenne live at Longwood Gardens. - BobG

51 Skyscraper - Demi Lovato

Its inspirational. Its beautiful and sad but in a good way.

52 The Sound of Silence - Simon & Garfunkel

If you never heard this song, listen to it then listen to the disturbed cover.

Quite simply, one of the best songs ever written.

Hauntingly beautiful and heartbreaking

53 Lost Control - Anathema
54 Space Oddity - David Bowie

I will be the first to admit that I tear up every time I hear this song. The countdown at the beginning sets you on edge for the terrible beauty that ensues. The lyrics are wonderful and yes, even the saxophone gets to you.

Just Oh my god, this, this is a beautiful song. It is sad yet intriguing yet depressing yet mystical.

İt is perfect song to describe sadness, loneliness and oblivion ))) Simple and beautiful!

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55 Dust In the Wind - Kansas

I feel like this song should be number one. No other song is as hauntingly beautiful and yet alltogether... well... haunting as this tune.

56 Easy for You to Say - Linda Ronstadt
57 Buy the Stars - Marina and the Diamonds
58 Wuthering Heights - Kate Bush

This is the best song I've ever heard. Kate's voice, the lyrics, the chorus, the guitar, piano, violin; it's all perfect. This song does get better each time you listen to it.
In my opinion, there's nothing more haunting than this song.

Tragic and haunting this song is so unique.

59 Louder Than Thunder - The Devil Wears Prada

Awesome song. Sounds great and brings great imagery. I picture walking through the snowy woods in dead silence. If you're not a screamo fan however, I wouldn't recommend trying to find similar songs from this artist.

60 Wide Awake - Katy Perry
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