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. Don't agree with the list? Vote for an existing item you think should be ranked higher or if you are a logged in, add a new item for others to vote on or create your own version of this list.

The Top Ten

My Immortal - Evanescence
Amy Lee's voice is beautifully haunted as she sings about a loved one who won't leave her alone after their death. Her voice mixes with the piano to dreary a euphony of sadness.
This is The Best song, This is a Beautiful
One of the saddest songs ever written.
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2How to Disappear Completely - Radiohead
Filled with pain and emotion Radiohead delivers a song that may not be catchy the first time you hear it, but gradually you will find it pulling you in. Perfectly captures the feeling of being invisible.
Aw man this hits the heart so, so hard - it's like you're feeling Thom Yorke's absolute pain, not only through his lyrics, but through that achingly awesome voice of his.
Street Spirit (Fade Out) should be 2
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3Angel - Sarah McLachlan Listen to sample

4Nella Fantasia - Jackie Evancho
Jackie's songs have a haunting quality about them because of her exquisite tone, pitch and interpretation of each one. She leaves her listeners spellbound and in awe.
The beauty of Jackie's voice will haunt you for weeks after hearing her in concert! This I know!
I would have chosen Dark Waltz sung by Jackie, but anything she sings is beautiful
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5Wake Me Up When September Ends - Green Day
Billie Joe has the innate ability to write songs that are relatable and almost haunting in their true nature. Wake Me Up When September Ends is a perfect example of what he can do as a songwriter, not just as the punk rock frontman of a world famous rock band to which many people dismiss him as mediocre. But he's not. He is a talent Just by opening up about a part of his life that he had not displayed prior, he really came through and proved just how valuable his is as an artist. RIP Andrew Armstrong.
I cry every time I listen this song. Beautiful.
This song is about the death of Billie Joe's father. Is such an emotional song, with such beautiful lyrics.


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6Tears In Heaven - Eric Clapton
Such a beautiful song.
A song which expresses pain literally
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7Concrete Angel - Martina McBride
One of my favorite songs of all time. X3


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8Untouchable, Pt. 2 - Anathema Listen to sample

9Hurt - Johnny Cash
This song is a real tearjerker for me. Whenever I hear it, it just gets to me for some reason. He's got such a sad voice and the tune is so haunting.
This is #1 for me
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10Hallelujah - Jeff Buckley
To me it doesn't get more haunting than this!
I could die to this song and be completely at peace.
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The Contenders

11Breathe Me - Sia
This song just hits somehwere in my heart every time, her beautiful, breathtaking voice, the haunting piano in the background, and the words that just seem to understand. Such an amazing piece of music!
You may recognize this song from the final episode of six feet under. This is my favorite sad song ( other than my immortal)
Such a deep and emotional song with haunting lyrics and music
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12Lost Control - Anathema Listen to sample

139 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
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14Wuthering 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.
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15How to Save A Life - The Fray
This song is amazing all in its own. If you really miss someone and you just sorta want to cry this is the perfect song to listen to
Yes I like this one
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16Lovers - Jackie Evancho
From the movie "House of Flying Daggers", which is a very sad movie.
I bought the movie. in my humble opinion Jackie does a better job, plus watching her sing it gives the listener a powerful emotional connection.
Tough to pick between this, Nella Fantasia, and Mi Mancherai, with her performance on her PBS Great Performances "Dream With Me In Concert", I have to go with it.
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17Everything 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
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18Nights In White Satin - The Moody Blues
The most beautiful, haunting, song ever written. There is no comparison by any other group who write their own material.
The beginning of this song almost made me turn it off, but the moment I hit the chorus I was enthralled with the violin, singing and drama of the whole song. "Just what I'm going through they can't understand" Lyrics that would be cliche in any other song, but not in this one. And of course the wonderful flute only adds to the songs appeal.
This song still holds up after all these years...
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19King's Crossing - Elliott Smith
Yes, another Elliott Smith song. I had to put this on here because of the piano at the beginning, if not for anything else. It makes you feel like you are spinning and slowly falling as he wraps you up in the lyrically brilliant song.
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20Everybody Hurts - R.E.M. Listen to sample

21Elizabeth on the Bathroom Floor - The Eels
Short song with long lasting effects. Its about the singers sister during her last moments before killing herself. The eerie electric guitar is like a creepy lullaby.
This song is simply amazing. The lyrics are so simple, but leave you thinking about their meaning for hours. Especially when you learn that he wrote the song for his sister Elizabeth, who killed herself after a long battle with depression. Such a hauntingly beautiful song.
It just hits you!
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22Toxic - Robbie Williams
Sad, beautiful and very emotional song
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23Alice - The Cocteau Twins
This song is perfect from the intertwined duets of voices and piano to the lyrics. It makes you want to stare at everything in wide eyed wonder. A musical version of the book "Sophie's World". It was used in the trailer for "The Lovely Bones"
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24Unravel - Bjork Listen to sample

25So Far Away - Avenged Sevenfold
When my grandmother passed away, I listened to this song and I couldn't stop crying. Beautiful song
A great song, the melody pulls you in and the lyrics tell a sad but beautiful story of loss.
Its A7X...Name suggests the quality! Worth giving a shot..awesome song...a must listen..
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26Rains of Castamere - Jackie Evancho
Jackie Evancho demonstrates time and again there is no one that can compare with the awesome beauty of her voice. Simply outstanding.
Mesmerized for days since this was released.. on replay for hours.. under a spell.. can't stop listening..
From "Game Of Thrones".
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27Space 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.

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28Nothing Compares 2 U - Sinead O'Connor Listen to sample

29Spaced - Smashing Pumpkins
Not one of their better known songs, off one of their less popular albums. Spaced is from the album Pisces Iscariot and is like a build up that never ends. Just the dizzying sensation of drums, slow guitar and Billy Corgan's distorted voice. A great song to go to sleep to, in a good way.
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30Bullet - Hollywood Undead
A song with incredibly sad lyrics, mixed with an upbeat instrumental. This mix creates a shockingly powerful song about suicide.
This is one of my favorite songs.
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31Angel - Jackie Evancho
When Jackie sang this on talkshows, even the show hosts were in tears.
Jackie singing this gets me every time.
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32Carpathian Ridge - Michael Andrews

A soundtrack song in Donnie Darko, Carpathian Ridge is mostly just a barely audible humming untill near the end where the simple piano keyes are so stark and beautiful I cried the first time I heard them, and many times since.

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33Burn - The Cure
I first heard this song whilst watching "The Crow" Which by the way is an excellent movie. It talks of whispering shadows and crow black dreams. How could I not put this on my list? Robert Smith's almost weary voice in the last verse gives me shivers every time.
The guitar solo is haunting! Totally haunting. With the pain the crow has within him this actually depicts it beautifully


Not their most emotional song but the best on this list. Disintegration or Last Dance is better.
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34Cancer - My Chemical Romance
A song from my favorite band who saved my life this is from one of the best concept albums. Truly gut wrenching and beautiful. The emotion Gerard Way conveys in his voice... Priceless. Pure and utterly incomparable.
This is an amazing song. Its sad and depressing, but it helps in many ways.
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35I Will Follow You Into the Dark - Death Cab for Cutie
Its like I am following... till the dark.
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36Forgiven - Within Temptation Listen to sample

37Born to Die - Lana del Ray Listen to sample

38How Can I Tell You - Cat Stevens Listen to sample

39Skyscraper - Demi Lovato
Its inspirational. Its beautiful and sad but in a good way.
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40Blank Page - Christina Aguilera
This song means so much to me. While I was falling to pieces she came and hold my hand. Thank you Christina for making me a Fighter.
She saved my life. She is a lifesaver and this song is from her soul her heart... QUEENTINA!
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41Forever Fields (Sowing Season) - 10 Years
I love this song! The lyrics are so cynical, yet beautiful. 10 years is known for their poetic lyrics, this song stands out from their others because of the haunting/sad atmosphere it creates.
The vocals are dark and haunting, the instrumental is almost ethereal. Quite depressing.
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42Goodbye My Friend - Linda Ronstadt
Touching lyrics sung by a beautiful voice Makes me cry.
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43Fields of Gold - Eva Cassidy
Ever's voice is truly angelic. The way she covered this song is phenomenal! Such a beautiful and calming version of fields of gold. Love love love...
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44The Windmills of Your Mind - Noel Harrison Listen to sample

45Don't Be There - Switchfoot
Thy lyrics and musical arrangement quite perfectly fit the list title.
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46For Annie - Petra
The most haunting song I've ever heard. Petra is (was) a hard rock band of the 80's and 90's. I heard this song at a concert, and when it was over, the concert hall was deathly silent. Song never hit the charts as far as I know, but it sure did slice though me (and apparently everyone else that was there). Is it too late for Annie?
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47Young and Beautiful - Lana del Rey Listen to sample

48Email From a Vampire - Robbie Williams Listen to sample

49The Same Deep Water As You - The Cure Listen to sample

50Gloomy Sunday - Lydia Lunch Listen to sample

51Civilian - Wye Oak Listen to sample

52Lux Aeterna - Clint Mansell
This should be called, "Hauntingly Beautiful." Makes me think the end of days is on the rise. I can see buildings toppling, the ocean swallowing all the continents, the sun speeding into the earth and scorching us all to char. Very emotionally stimulating.
This song fits the description of haunting and beautiful perfectly. Once you listen to it you'll see.
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53Truly Madly Deeply - Savage Garden Listen to sample

54White Winter Hymnal - Fleet Foxes Listen to sample

55Big Log - Robert Plant Listen to sample

56Amelia - Tonight Alive
This song pays tribute to the lead singer (Jenna McDougall)'s childhood friend Amelia McGuiness who passed away in a skiing accident when she was 16. The rest of the songs on the album are your generic pop punk songs, but this song left me breathless the first time I heard it. It took me so long to stop crying when I listen to this, because the lyrics are so powerful and capture exactly how loved Amelia was. I strongly recommend to listen to this as it is truly a beautiful song and is one of the few songs that I can overplay and still love. Even the way that the guitar, bass and drums are done is so clever that it makes the beautiful lyrics even more meaningful.
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57Snuff - Slipknot
An absolutely beautiful song that is able to tell a gripping, emotional story in just mere minutes.
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58A Place Only You Can Go - Needtobreathe Listen to sample

59Happiness - Hurts
This entire album is a work of art! I listen to this all the time, Stay and Sunday are just brilliant!
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60You Know I Care - Far From Eden
Definitely a very beautiful song really touches me every time I hear it, the lyrics are so meaningful and easy to relate to and chorus is also beautiful

61Wind of Change - Scorpions Listen to sample

62Call Me - Shinedown Listen to sample

63Pain - Jimmy Eat World Listen to sample

64Haunted - Taylor Swift Listen to sample

65Head Over Heels - Digital Daggers
About an obsessive love and the desperate feeling that comes with it. A great cover of the original by Tears For Fears.
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66Franco Un-American - Nofx Listen to sample

67Cokie the Clown - Nofx Listen to sample

68Little Bit O' Soul - The Ramones Listen to sample

69Virgin - Manchester Orchastra
I'm not surprised this isn't on here as it isn't well known, but it fits the description perfectly
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70Last Kiss - J Frank Wilson and the Cavaliers
Beautiful song one of my favorites also sang by other artist
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71How Can I Fall? - Breathe Listen to sample

72Wicked Game - Chris Isaak Listen to sample

73Coming Around Again - Carly Simon Listen to sample

74Silent Lucidity - Queesnryche

75Whiter Shade of Pale - Procol Harum Listen to sample

76Don't Speak - No Doubt Listen to sample

77May It Be - Enya
The most hauntingly beautiful song I've ever heard, I get major goosebumps every single time I hear it!
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78Shelter - Birdy Listen to sample

79Solitaire - Carpenters Listen to sample

80Golden Brown - The Stranglers Listen to sample

81Honeybee - Steam Powered Giraffe
This songs seems happy upon first listening, but once you read the lyrics and explore the meaning of the song you realise how sad it is... How'd you like to be a robot who lasts forever, while those you care about grow old and die?
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82Cut - Plumb
This is such a sad song. It has the smooth lyrics that want to make you cry.
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83Somewhere - Celtic Woman Listen to sample

84Burslem Normals - Robbie Williams Listen to sample

85Teaching Angels How to Fly - Jackie Evancho
Song of a Child, who went home to Heaven, and the Lyrics have to touch your heart about a girl Kimberly, sang by a girl Jackie...
If this song does not make you cry, your heart is made of stone.

86Once Upon a Dream - Lana del Rey Listen to sample

87Moon Over Ruined Castle - Jackie Evancho
Jackie sings this traditional folk song in Japanese, and it is available only on the imported Japanese version of her CD.

88Beautiful - Bethany Dillon Listen to sample

89Me and a Gun - Tori Amos Listen to sample

90Same Mistakes - The Echo Friendly Listen to sample

91My Passion - Akcent Listen to sample

92I'll Fall With Your Knife - Peter Murphy Listen to sample

93Dust In the Wind - Kansas Listen to sample

94The KKK Took My Baby Away - The Ramones Listen to sample

95Pet Sematary - The Ramones Listen to sample

96I Don't Want to Grow Up - The Ramones Listen to sample

97All I See - Lydia
"All I see scares me... "
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98Sleepwalk - Santo & Johnny
It is beautiful and haunting at the same time. It scares me but I love it. Just something about it that makes me want to hide when I listen to it. There is a sadness about it I think.
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99Meant - Elizaveta Listen to sample

100Drowning - All About Eve Listen to sample

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This list was created 3 years, 271 days ago and has been voted on over 1,000 times. This top ten list contains 202 items, has been remixed 2 times.

Updated Sunday, September 14, 2014

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