20 Saddest Country Songs of All Time
Here’s the un-authoritative and absolutely subjective list of the twenty saddest country songs of all time (ranked from most to least likely to elicit that eye-watering physiological response):
- Conway Twitty “That’s My Job”
2. Johnny Cash “Hurt”
3. Alan Jackson “Remember When”
4. Sawyer Brown “The Walk”
5. Merle Haggard “Sing Me Back Home”
6. Clink Black “A Bad Goodbye” ft. Wynonna
7. Tammy Wynette “’Til I Can Make it On My Own”
8. Loretta Lynn “Lay Me Done” ft. Willie Nelson
9. Emmylou Harris “Boulder to Birmingham”
10. Dolly Parton “The Grass is Blue”
11.George Jones “Choices”
12. Tim McGraw “Don’t Take the Girl”
13. Mary Gauthier “Mercy Now”
14. Tany Tucker “Bring My Flowers Now”
15. Keith Whitley “Don’t Close Your Eyes”
16. Travis Tritt “Anymore”
17. Dolly Parton “Me and Little Andy”
18. Brad Paisley “Whiskey Lullaby” ft Alison Krauss
19. Allison Kraus and the Union Station “The Captain’s Daughter”
20. Darrell Scott “You’ll Never Leave Harlan Alive”
Honorable Mentions and Suggestions (please send them my way):
- Jamey Johnson In Color (ht Matt Heath)
- Dwight Yoakam I Sang Dixie
- George Jones He Stopped Loving Her Today
- Chris Ledoux The Buffalo Grass
- Miranda Lambert The House that Built Me
- Ray Price For the Good Times
- Pirates of the Mississippi Feed Jake
- Kenny Rogers Green Green Grass of Home
- Jason Isbell and the 400 Last of My Kind
- Dixie Chicks Travelin’ Soldier
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Here’s the playlist on Spotify:
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If you enjoyed this list, here are some others:
- Top 20 Traveling in the Truck Country Songs
- 50 Bits of Unsolicited Advice
- Top 10 Star Trek Episodes
- Top 11 Quotes
- 10 Books that Doubled the Size of my Universe
- The 16 Best Pump You Up Songs (1980 – 1993)
- Generous Adjectives from A to Z
- Physical Fitness Test Database
Thanks. – shawn
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Photo by Markus Spiske on Unsplash