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These Are the Saddest Songs in Country Music

From Vince Gill to Tammy Wynette, these sad country songs will break your heart in 3 minutes flat. Grab tissues and turn it up.

Yesterday, we highlighted the happiest songs in country music.  So, it’s only natural we now look at the flip side of that coin.  Here are the ten saddest songs in country music:

1.  “Go Rest High on That Mountain” by Vince Gill

2.  “Blue Eyes Crying in the Rain” by Willie Nelson

3.  “I’m So Lonely I Could Cry” by Hank Williams

4.  “The Grand Tour” by George Jones

5.  “Summer’s End” by John Prine

6.  “D-I-V-O-R-C-E” by Tammy Wynette

7.  “Elephant” by Jason Isbell

8.  “Crazy” by Patsy Cline

9.  “Concrete Angel” by Martina McBride

10.  “I’m Not Gonna Miss You” by Glen Campbell

You can check out some more sad country songs, here.  What’s your go-to sad country song?

Scott and Sadie

Meet Scott and Sadie: the anti-heroes of morning radio turned podcast renegades. Scott’s 40 years in broadcasting have left him fluent in snark, while Sadie’s nepotistic origins (thanks, Mom!) brought the unfiltered charm that made them a Northern Colorado favorite. After corporate radio ghosted them harder than a bad Tinder date, the duo ditched FCC babysitters and went full rogue. Now, they’re back with a podcast that’s equal parts wit, sarcasm, and a big middle finger to mediocrity. Loyal fans, curious newcomers, or algorithm strays—welcome to the chaos.

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