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Top 50 Sad Songs: Saddest Songs of All Time

Updated on January 22, 2011

Sad Songs

 

Enjoy listening to sad songs? This list of the saddest songs of all time features country, rock, and popular classics – both young and old. While these are my personal favorites, there are many more great sad songs not mentioned here. If I missed any really great songs, please feel free to mention them in the comments. Here is my personal list of saddest songs of all time.

Source

Saddest Songs of All Time

 

1) Don’t Take the Girl by Tim McGraw

2) Tears in Heaven by Eric Clapton

3) What Hurts the Most by Rascal Flatts

4) Hurt by Johnny Cash (Originally by Nine Inch Nails)

5) Whisky Lullaby by Braid Paisley & Alison Krausse

6) The End of the World by Skeeter Davis

7) Stay by Sugarland

8) Behind Blue Eyes by Limp Bizkit

9) Hallelujah by Jeff Buckley

10) Iris by The Goo Goo Dolls

11) The River by Bruce Springsteen

12) I Will Always Love You by Dolly Parton

13) Free Bird by Lynyrd Skynyrd

14) I Will Follow You into the Dark by Death Cab for Cutie

15) Black Balloon by the Goo Goo Dolls

16) Adia by Sarah McLachlan

17) Cats in the Cradle by Harry Chapin

18) Joey by Concrete Blonde

19) He Stopped Loving Her Today by George Jones

20) She Never Cried in Front of Me by Toby Keith

21) Everybody Hurts by REM

22) If by Bread

23) Everything I Own by Bread

24) Teen Angel by Mark Dining

25) Goodbye to Love by The Carpenters

26) Sometimes Love Just Ain’t Enough by Patti Smith & Don Henley

27) Please Forgive Me by Bryan Adams

28) Cryin’ by Aerosmtih

29) I Don’t Want to Miss a Thing by Aerosmith

30) Always by Bon Jovi

31) Let It Be by The Beatles

32) Yesterday by The Beatles

33) Your Song by Elton John

34) Concrete Angel by Martina McBride

35) The Fool by Lee Ann Womack

36) Are You Lonesome Tonight by Elvis Presley

37) Cradle in the Wind by Elton John

38) Annie’s Song by John Denver

39) I’ll Be Missing You by P Diddy and Faith Evans

40) Always on my Mind by Elvis Presley

41) Total Eclipse of the Heart by Bonnie Tyler

42) Imagine by John Lennon

43) Hurt by Christina Aguilera

44) Stan by Eminem

45) My Heart Will Go On by Celine Dion

46) Seasons in the Sun by Terry Jacks

47) Hate Me Today by Blue October

48) Over and Over by Nelly & Tim McGraw

49) I’ll Be There for You by Bon Jovi

50) Wonderful by Everclear

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