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50 Best Country Songs About Guilt

Updated on August 25, 2025
Carson McQueen profile image

Carson suffers from a serious case of melophilia. Geeking out on her favorite music artists is her guilty pleasure.

Country tracks that capture the weight of guilt

There’s a certain heaviness that sticks when you’ve done something you can’t undo. Not the kind that fades with a quick apology, but the kind that hangs in the room even when no one’s talking about it. You catch it in the quiet after a fight or in the way someone avoids your eyes at a family table. Country music knows that space well, the one where a verse can feel like a confession. It’s not neat, and it’s not trying to be. The right track can make you feel like you’ve been caught staring at the floor, replaying the same scene over and over.

It can hit slow, with a soft guitar line that sounds almost too gentle for what it’s holding. Or it can come wrapped in a melody that sounds bright until the words land. The thing about guilt is it mixes with everything else. Regret, stubborn pride, that tug to explain yourself even though no one’s asking. The best storytellers in country music let the mess stay messy. It’s the same kind of raw honesty you can find in pop, rock, country, and R&B songs when they stop trying to save face and start leaning into what’s ugly.

Some of these tracks feel like they were written in the middle of the night with no plan to share them. Others hit like a letter sent too late. They can sound like confessionals or feel like overheard conversations, but either way they keep pulling you back in. These are the country songs that live in that shadowy place where guilt lingers and memories don’t fade clean. Here are the best country songs for guilt.

Top 10 Country Guilt Songs

1. 'Hurt'—Johnny Cash

2. 'Whiskey Lullaby'—Brad Paisley with Alison Krauss

3. 'The Little Girl'—John Michael Montgomery

4. 'Guilty'—Jelly Roll

5. 'Regret In The Morning'—Conner Smith

6. 'The House That Built Me'—Miranda Lambert

7. 'I'm Just a Bill'—The Oak Ridge Boys

8. 'What a Shame'—Shane Smith & the Saints

9. 'Guilty as Sin?'—Taylor Swift

10. 'The Weight'—The Band

Country Guilt and Consequence Songs #11—20

11. 'Mama Tried'—Merle Haggard

12. 'Friends in Low Places'—Garth Brooks

13. 'A Boy Named Sue'—Johnny Cash

14. 'Go Rest High on That Mountain'—Vince Gill

15. 'She Thinks His Name Was John'—Reba McEntire

16. 'The Gambler'—Kenny Rogers

17. 'Don't Close Your Eyes'—Keith Whitley

18. 'Amarillo by Morning'—George Strait

19. 'He Stopped Loving Her Today'—George Jones

20. 'I Can't Make You Love Me'—Bonnie Raitt

Country Songs About Remorse #21—30

21. 'Fancy'—Reba McEntire

22. 'Jolene'—Dolly Parton

23. 'Coat of Many Colors'—Dolly Parton

24. 'I'm So Lonesome I Could Cry'—Hank Williams

25. 'Down the River'—Chris Knight

26. 'I Walk the Line'—Johnny Cash

27. 'If I Die Young'—The Band Perry

28. 'The Dance'—Garth Brooks

29. 'Stand by Your Man'—Tammy Wynette

30. 'How Blue'—Reba McEntire

Songs About Country Music Regrets #31—40

31. 'Before He Cheats'—Carrie Underwood

32. 'Goodbye Earl'—The Chicks

33. 'Guilt in Happiness'—Max McDermott

34. 'I Drive Your Truck'—Lee Brice

35. 'The Devil Went Down to Georgia'—The Charlie Daniels Band

36. 'Islands in the Stream'—Dolly Parton and Kenny Rogers

37. 'A Country Boy Can Survive'—Hank Williams Jr.

38. 'The Thunder Rolls'—Garth Brooks

39. 'Need You Now'—Lady A

40. 'Crazy'—Patsy Cline

Country Song Regret Themes #41—50

41. 'You Don't Know Me'—Eddy Arnold

42. 'Blue Eyes Crying in the Rain'—Willie Nelson

43. 'Where've You Been'—Kathy Mattea

44. 'Shame On Me'—George Strait

45. 'I Hope You Dance'—Lee Ann Womack

46. 'I Told You So'—Randy Travis

47. 'Concrete Angel'—Martina McBride

48. 'If You're Reading This'—Tim McGraw

49. 'Holes in the Floor of Heaven'—Steve Wariner

50. 'I Will Always Love You'—Dolly Parton

© 2025 Carson McQueen

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