Classic Western songs about regret. Recommended popular tracks.

Let Her GoPassenger

Passenger | Let Her Go (Official Video)

A song from Passenger, the singer-songwriter from England.

It’s a masterpiece that poignantly sings about the bittersweet realization of what matters only after it’s gone—an experience many of us have had.

Regret comes too late; there are so many things we shouldn’t wait to lose to appreciate.

I’m sure many people can relate.

In Your LetterREO Speed Wagon

Keep on Loving You by REO Speedwagon

A single released by REO Speedwagon in 1981.

The song is in a major key and has a breezy pop feel, so it’s easy to assume it’s about something fun, but it’s actually a perfect breakup song.

It cheerfully sings, like, “Ah, I got dumped.”

What Hurts The MostRascal Flatts

Rascal Flatts – What Hurts The Most

The track was originally released by Mark Wills in 2003.

The version by the American country music band Rascal Flatts was released in 2006 and reached No.

1 on the U.S.

charts.

It’s a sad track that sings about the importance of not holding back your feelings and expressing them.

I Remember YouSkid Row

Skid Row – I Remember You (Official Music Video)

A rock ballad about the end of a relationship.

It was released in 1989 by the American heavy metal band Skid Row and reached No.

2 on the New Zealand charts.

It has been covered by artists such as DJ Deckstream and The Ataris.

Give You HellThe All-American Rejects

The All-American Rejects – Gives You Hell (Official Music Video)

This song isn’t just about heartbreak; it’s a track that wishes anyone who’s had something awful happen—or anyone who gets upset every time they see a certain person—could make them feel the same way.

If you went through the worst kind of breakup, blasting this song and singing along at the top of your lungs might be the best way to blow off steam.

Gives You HellThe All-American Rejects

The All-American Rejects – Gives You Hell (Official Music Video)

The All-American Rejects are an American band that’s hugely popular—especially in the United States, where two of their albums have been certified platinum.

They’re known for many songs that evoke a sense of youth and feature highly relatable lyrics, and this track, too, hits close to home as if it were about one’s own life.

YesterdayThe Beatles

The Beatles – Yesterday

Among the Beatles’ songs, this is the one most frequently covered by other musicians, and it is remembered as a masterpiece of breakup songs.

The composer is Paul McCartney.

With this track, he performed vocals backed only by strings and guitar for the first time.

The flowing melodic line showcases the hallmark qualities of Paul’s work.