Most Melancholy Songs

PetSounds
The definition of melancholy, according to the Oxford Dictionary, is "deep and long-lasting sadness".

The Top Ten

1 The Rains of Castamere - Jackie Evancho

She captures my heart, she is a gift to the world.

This to me sets the stage for the scene like no other song!

My goodness, what a lot of Jackie Evancho fans there are! - PetSounds

Mournful, dreary, haunting... Sounds just like rain! - BobG

2 Open Fields of Grace - Jackie Evancho

Beautiful lyrics about loss and hope, exquisitely delivered by Jackie's soaring soprano voice. - BobG

From her "Awakening" album.

3 To Where You Are - Jackie Evancho

This song will resonate with anyone who is missing someone. - BobG

4 Fields of Gold - Sting
5 Catch the Wind - Donovan
6 Tears in Heaven - Eric Clapton

Great List Spencer! I couldn't even choose. There are so many great songs here. - Beatlesboy9

7 Black Star - Yngwie
8 Bitter Green - Gordon Lightfoot
9 As Tears Go By - The Rolling Stones
10 Dance the Night Away - Cream

If any song can be excellent psychedelic blues-rock and at the same time be melancholy, this is the one.

The Newcomers

? Season of the Witch - Vanilla Fudge
? Fiddler on the Green - Demons & Wizards

The Contenders

11 The Dangling Conversation - Simon and Garfunkel
12 The Long and Winding Road - The Beatles
13 Beyond the Realms of Death - Judas Priest
14 Hey You - Pink Floyd
15 Caroline No - The Beach Boys
16 Black Hole Sun - Soundgarden
17 Walk Away Renee - The Left Banke
18 Walk Away - Matt Monro

This song broke my heart again and again some months ago, but I couldn't stop playing it. Now I hope I never hear it again, my heart couldn't stand it, even though the song is just so beautiful. - Britgirl

19 My Last Sunrise - Demons & Wizards
20 Bridge of Sighs - Robin Trower
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List Stats

100 votes
67 listings
3 years, 101 days old

Top Remixes (4)

1. The Rains of Castamere - Jackie Evancho
2. Open Fields of Grace - Jackie Evancho
3. To Where You Are - Jackie Evancho
BobG
1. Hey You - Pink Floyd
2. Black Star - Yngwie
3. Beyond the Realms of Death - Judas Priest
Metal_Treasure
1. Fields of Gold - Sting
2. Catch the Wind - Donovan
3. Bitter Green - Gordon Lightfoot
PetSounds

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