Classic Western songs about regret. Recommended popular tracks.
Here’s a list of classic Western songs about “regret.”
The genres vary—love, friendship, and regrets about the past.
As is often the case with Western music, the lyrics in each track feel disarmingly straightforward, almost awkwardly sincere.
There are some lesser-known hidden gems too, so don’t miss them.
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Classic Western songs about regret. Recommended popular tracks (31–40)
LostMichael Bublé

A heart-stirring ballad from Canadian artist Michael Bublé.
It voices the pain of heartbreak and the hope of renewal, offering comfort to listeners.
Included on the album “Call Me Irresponsible,” it was released as a single in November 2007.
Born from the breakup with his former fiancée, this song captivates with Bublé’s emotive vocals and beautiful melody.
It was also featured in the American TV series “NCIS,” bringing solace to many.
A must-listen for anyone suffering from heartbreak or standing at a crossroads in life.
When I Was Your ManBruno Mars

It’s a song about regretting after a breakup, thinking “If only I had done this, if only I had done that.” I’m not sure if there are really men who think they were that much at fault, but if the other person felt that way, a woman might feel a little happy.
It also makes me a bit curious about why such a kind person had to break up with his girlfriend.
When I Was Your ManBruno Mars

Many listeners must have found their eyes welling up when they heard the emotionally charged chorus.
It’s far too late now, no matter how much I regret it, but the person I am today could throw away that worthless pride and cherish you.
That feeling comes through directly to the listener.
After The Love Has GoneEarth, Wind & Fire

It’s a wonderful song with depth and breadth.
As the title suggests, the lyrics deal with the pain, emptiness, and sadness that follow after love is gone.
This piece was included on the 1979 album Apocalypse.
The songwriting involved David Foster, Jay Graydon, and Bill Champlin, who were still relatively unknown at the time.
After the FallJourney

A single released in 1983 by the American rock band Journey.
It’s a crisp and powerful rock ballad characteristic of Journey.
It was included on the album Frontiers, released the same year.
Although the sound comes across as energetic, the lyrics are quite serious, centered on the theme of “love fading away.”
Classic Western songs about regret: recommended popular tracks (41–50)
PayphoneMaroon 5

Even people who don’t listen to much Western music have probably heard the name Maroon 5.
In their hands—usually singing breezy songs about adult romance—even a breakup song becomes something refreshing and full of crisp coolness.
There’s nothing clingy about it even after being dumped; it’s truly refreshing.
Bye Bye ByeNSYNC

For people who aren’t into ornate wording or metaphors, this kind of breakup song is recommended.
Even though it’s a breakup song, it’s a track with a lively, upbeat parting vibe.
It makes you feel like maybe you need to be a little short on self-reflection to get through the pain of heartbreak.
This irresistibly pop song, just under four minutes long, is guaranteed to be one you’ll want to listen to over and over.


