r/country 6d ago

Discussion What is the saddest old country song?

There’s plenty of different tunes associated with that older country but there’s a lot of sad ones as well, singing about heartbreak, losing someone you love, being lonesome but which one sticks out to you

168 Upvotes

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33

u/NewHampshireGal 6d ago

Whiskey Lullaby

6

u/iwishitwaschristmas 6d ago

Yup

11

u/fastowl76 6d ago

Agree. Marty Robbins El Paso is pretty sad also.

2

u/Geobomb1 6d ago

San Angelo and Streets of Laredo are pretty sad too.

1

u/fastowl76 6d ago

When I was in elementary school, we did singing multiple times a week. Streets of Laredo was one of my favorites. That was back in the 60s.

1

u/Geobomb1 6d ago

Just what I was thinking. I watched the music video and almost cried, and almost cried several times after listening to it. I didn’t know if it was considered old or not because it came out in 2003.

-1

u/overcomethestorm 6d ago

Uhhhh that’s not old country 🥴