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 Top Ten

1 My Immortal - Evanescence My Immortal - Evanescence Cover Art

Such a beautifully sad, heart-wrenching song. Amy Lee is an amazing vocalist, and her songs reflect on the true tragedy of life. While many consider it to be lazily written, I understand the true meaning of the words, and the emotions evoked in this song. A haunting melody accompanied with an almost overwhelming sense of loss and grief, along with the piano, and you have the perfect expressive song that still lingers in your heart afterwards. For lovers of this song,moisten to Lost In Paradise by Evanescence, and Imaginary, also by 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.

Jackie Evancho?
Come on, My Immortal is most saddest, hauntingly and crying song. Jackie's Nella Fantasia is really so good but My Immortal is so very very sad. This is make you cry every time, eveytime and every time!

Most saddest song of all time.

The first time I heard it my senses were shocked. The second time I heard it my heart was entranced. The third time I heard it my soul was crying.

2 Tears in Heaven - Eric Clapton Tears in Heaven - Eric Clapton Cover Art

It's a song about his dead child and his struggle with how can he be back with him. There isn't a way. There's nothing he can do for his child. Ever. possibly not even being reunited in heaven when it's his time to go. Obvious winner.

A beautiful, timeless and absolutely amazing song

A song which expresses pain literally

About as powerful as music can be.

3 Hallelujah - Jeff Buckley Hallelujah - Jeff Buckley Cover Art

This song is like a prayer and raises me to a higher plane each time I hear it. I It literally has an effect on one's soul.

The pain and anguish projected by Buckley simply brings me to tears as the memories overwhelm me,

Listening to this song touches your soul, but singing this song elevates your spirit. So powerful.

This song is so melodic and flows perfectly. His voice is breathtaking for this kind of song.

4 Nella Fantasia - Jackie Evancho Nella Fantasia - Jackie Evancho Cover Art

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

Jackie's voice makes almost everything she sings hauntingly beautiful, but especially NF.

5 How to Save A Life - The Fray How to Save A Life - The Fray Cover Art

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

Beautiful song, it haunts me because of the words, music, and the raw pain and truth deep in the song.

I love this song, makes me cry almost every time. It's just so emotional and so pure.

Yes I like this one

6 Hurt - Johnny Cash Hurt - Johnny Cash Cover Art

The original is good but the Cash version just resonates deeper with me. It unfortunately reminds me of my son who came to a place in his life where he became a drug addict and would hurt (cut) himself. For me this song gives me a (probably false) sense of why. But I break down every time I hear it and can't turn it off.

Honestly I always hate when Cash's version makes lists over the original. My biggest problem has always been a simple change of a lyric he made. I wear this crown of thorns does not fit the song. The song is sung from the perspective of someone who is in a very low place emotionally. Yet changing the lyric to crown of thorns invokes a completely different image. Also I always liked how in the original the background music gets louder right at the last line and drowns it out. The last line " I would find a way" represents hope. It is about the only hopeful line in the song. The background music adds depth. After everything he still has hope. It is faint and drowned out by the noise around it but it is still there underneath it all. Johnny Cash's version is still a great song but in my opinion is not above the original.

First heard it when the movie Colombiana finished just last year on dvd, I liked it immediately. The haunting voice the lyrics just pulled at my heart.

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.

7 Creep - Radiohead Creep - Radiohead Cover Art

Feels like how I feel. It feels like a demonstration of what I am in a way, of how I think people think of me.

We all feel like this... This song is haunting.. We don't know enough about what happens to others..

Simply the most beautiful sound in the world

Good

8 Concrete Angel - Martina McBride Concrete Angel - Martina McBride Cover Art

I literally spent a whole weekend singing this song and crying; for absolutely no reason. It's so beautiful that I would totally do it again.

I remember being a little girl and watching the music video on the T.V. while I ate breakfast and bawling

This song made me cry when I first listened to it, and I almost never cry.

I love this song it made me cry the first time I ever heard it.

9 Fiddler on the Green - Demons & Wizards

Easily, Top 3. This awesome ballad in based on real life events: the singer & lyricist saw two car accidents in one week (same place! ) and a boy and a girl were killed.
The singer /lyricist turned this tragedy into a sad but beautiful story:

Death took the life of the boy by mistake and to make up for it, the reaper comes back to take the life of the girl, who his soulmate would have been in life. The reaper asks the girl: "Would you mind if take you? "

The singer uses several voice intonations to communicate the emotions - angelic, melancholy, innocent, ghostly, funeral, dramatic and harsh.
Also, the long scream at the end is insane - I think this scream represents the pain of the body when the soul leaves it. Then pain goes away.

Amazing vocals start to finish, hands down. This guy will leave you in awe.

The vocalist is Hansi Kursch, lead singer of Blind Guardian and my pillow waifu.
The guitarist is Jon Schaffer of Iced Earth.

Easily my favorite song on my favorite album.

I hope they make another album soon, they haven't toured in 16 years.

The Bard Song by Blind Guardian is a close second hauntingly beautiful song.

My favorite song.

10 Angel - Sarah McLachlan Angel - Sarah McLachlan Cover Art

I finally found a good sad song that is not rock :O MAGIC!

No wonder they used it in those commercials

Wonderful song, so pretty.

My favorite song

The Newcomers

? So Cold - Ben Cocks So Cold - Ben Cocks Cover Art
? Everything I Wanted - Billie Eilish Everything I Wanted - Billie Eilish Cover Art

The Contenders

11 Hurt - Christina Aguilera Hurt - Christina Aguilera Cover Art

Beautifully sung w/ so much heart. The video reminds me of my sister & my father. If you can, look up a live rendition...so Emotional.

Beautiful painful song, sung like only Christina could

12 Breathe Me - Sia Breathe Me - Sia Cover Art

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!

Deep lyrics paired with a great tune topped with the unique, amazing, and out-of-this-world vocals of Sia. Highly recommend you to listen!

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

13 How to Disappear Completely - Radiohead How to Disappear Completely - Radiohead Cover Art

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.

The vocals, the music, the lyrics, the music video everything about this is so haunting that it might make you extensively depressed if you listen this quite a few times alone.

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.

No other singer matches Thom's pain like this, especially the falsetto at the end. Absolutely gut wrenching but so beautiful at the same time.

14 Wake Me Up When September Ends - Green Day Wake Me Up When September Ends - Green Day Cover Art

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.

This song is about the death of Billie Joe's father. Is such an emotional song, with such beautiful lyrics.

This is a very great song. It always motivates me to write a song. Love you Green Day

This strikes my heart... Lovely, sad and it pulls my heart strings.

15 Jar of Hearts - Christina Perri Jar of Hearts - Christina Perri Cover Art

I can't believe how much I love this song. The emotion she puts into it is AMAZING

It is amazing, beautiful and emotional

16 Til It Happens to You - Lady Gaga Til It Happens to You - Lady Gaga Cover Art

So beautiful and every word holds so much meaning and emotion. An absolutely gorgeous song with a very powerful meaning.

This song is reality

17 Once Upon a Time in New York City - Huey Lewis
18 Beyond the Realms of Death - Judas Priest Beyond the Realms of Death - Judas Priest Cover Art

It's about suicide. The vox, lyrics, melody, chorus and the first guitar solo are of haunting beauty!

19 Empty Garden - Elton John Empty Garden - Elton John Cover Art

Great song about the murder of John Lennon (the gardener in the song). This song is rarely performed live because Elton said that he still gets emotional about it.

Maybe I'm biased because Elton John is my favorite artist, but I just marvel at how beautiful this and so many of his other songs are.

20 Nightswimming - R.E.M.

My favorite song of all time. A masterpiece on a the masterpiece that is "Automatic for the People". Those lyrics, the somber and soaring strings...just amazing.

I finally watched the video and like the movie Cinema Paradiso, it transported me to a time when I was innocent and the world was unrolling under my feet.

21 Down Where I Am - Demons & Wizards Down Where I Am - Demons & Wizards Cover Art

A father rejects his newborn child diagnosed with Down Syndrome. This ballad describes the struggle of the father and the emotions going in and out of his mind.

"I don't wanna hold you
(Please tell me why)
I don't wanna see you
'Cause even your smile hurts
Oh, it hurts like hell
...
Life goes on it surely will
Without me it will wither
...
My tear of joy turned into grief
(I don't wanna stand it anymore)".

Whoever is adding these Demons and Wizards songs on here is awesome. I prefer Fiddler on the Green, but this was over all a pretty good album.

However if you're doing metal that is hauntingly beautiful, it should definitely include Rundtgåing Av Den Transcendentale Egenhetens Støtte by Burzum.

22 Hurt - Nine Inch Nails Hurt - Nine Inch Nails Cover Art

It's sadder than the Johnny Cash cover. How he whispers most of the song. You can feel the pain.

The lyrics and the emotion in his voice are just so raw they make me cry when I listen to it.

I found this song through Rick and Morty and I love it

23 Fields of Gold - Eva Cassidy Fields of Gold - Eva Cassidy Cover Art

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...

Such an amazing voice! Haunting.

24 Space Between - Sia Space Between - Sia Cover Art
25 Skyscraper - Demi Lovato Skyscraper - Demi Lovato Cover Art

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

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