The Best Sad Country Songs Playlist

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If you’re feeling particularly fed up today, don’t worry. You won’t be alone in feeling blue. We all have off days; those when it feels like a little black cloud is following us everywhere we go, making everything gloomy and miserable.

Life isn’t always blue skies and puppy dogs, and sometimes it’s a whole lot of hard work just getting through the day.

But if we were happy all the time we wouldn’t need sad songs, and sad songs are some of the greatest songs in the whole world - especially in country.

Sometimes the best thing to do is wallow in all that misery and make a day of it; sit under that rain cloud and just enjoy getting absolutely soaked. It’s like Dolly always says: “If you want the rainbow, you gotta put up with the rain”.

So sit back and indulge in the tearjerking tones of Holler’s Best Sad Country Songs playlist. Let Willie and Dolly take it from here. We can all try again tomorrow.

See the full tracklist for the Playlist below:

1. 1.

   Blue Eyes Crying In The Rain

   Willie Nelson

2. 2.

   Hurt

   Johnny Cash

3. 3.

   I'm So Lonesome I Could Cry

   Hank Williams

4. 4.

   He Stopped Loving Her Today

   George Jones

5. 5.

   I Drive Your Truck

   Lee Brice

6. 6.

   Drink A Beer

   Luke Bryan

7. 7.

   I Miss My Friend

   Darryl Worley

8. 8.

   Whiskey Lullaby (Feat. Alison Krauss)

   Brad Paisley

9. 9.

   Remembering

   Ashley Campbell

10. 10.

    If You're Reading This

    Tim McGraw

11. 11.

    Leave Me Again

    Kelsea Ballerini

12. 12.

    Over For You

    Morgan Evans

13. 13.

    Girl In The Mirror

    Megan Moroney

14. 14.

    29

    Carly Pearce

15. 15.

    'Til I Can Make It On My Own

    Tammy Wynette

16. 16.

    Try Losing One

    Tyler Braden

17. 17.

    Tin Man

    Miranda Lambert

18. 18.

    Don't Close Your Eyes

    Keith Whitley

19. 19.

    Drinkin' Too Much

    Sam Hunt

20. 20.

    When Someone Stops Loving You

    Little Big Town

21. 21.

    You Should Be Here

    Cole Swindell

22. 22.

    Rosewood Casket (Feat. Linda Ronstadt & Emmylou Harris)

    Dolly Parton

23. 23.

    I Fall To Pieces (Feat. The Jordanaires)

    Patsy Cline

24. 24.

    Old Shep

    Red Foley

25. 25.

    Down From Dover (Feat. Lee Hazlewood)

    Nancy Sinatra

26. 26.

    For The Good Times

    Ray Price

27. 27.

    Three Wooden Crosses

    Randy Travis

28. 28.

    The Long Black Veil

    Lefty Frizzell

29. 29.

    Me And Little Andy

    Dolly Parton

30. 30.

    Hello Walls

    Faron Young

31. 31.

    She Thinks His Name Was John

    Reba McEntire

32. 32.

    Go Rest High On That Mountain

    Vince Gill

33. 33.

    Bottle By My Bed

    Sunny Sweeney

34. 34.

    If We Were Vampire

    Jason Isbell And The 400 Unit

35. 35.

    I Remember Everything

    John Prine

36. 36.

    Just A Dream

    Carrie Underwood

37. 37.

    Where've You Been

    Kathy Mattea

38. 38.

    Bring My Flowers Now

    Tanya Tucker

39. 39.

    Tonight I Wanna Cry

    Keith Urban

40. 40.

    Waiting Around To Die

    Townes Van Zandt

41. 41.

    Life Turned Her That Way

    Ricky Van Shelton

42. 42.

    Heaven's Only Days Down The Road

    Shelby Lynne

43. 43.

    The Last Word In Lonesome Is Me

    Roger Miller

44. 44.

    Why

    Rascal Flatts

45. 45.

    Chiseled In Stone

    Chris Young

46. 46.

    The Little Girl (Feat. Alison Krauss)

    John Michael Montgomery

47. 47.

    Every Time I Hear That Song

    Brandi Carlile

48. 48.

    Holes In The Floor Of Heaven

    Steve Wariner

49. 49.

    If Something Should Happen

    Darryl Worley

50. 50.

    Save Me (With Lainey Wilson)

    Jelly Roll

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