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 (81–90)
Maggie MayRod Stewart

Rod Stewart, with his cool husky voice.
Among the many classics he’s sung, “Maggie May” is a timeless love song carried by a stylish melody.
It’s a perfect pick for anyone who wants to sing the word “goodbye” lightly and refreshingly.
Bitter Sweet SymphonyThe Verve

When love isn’t going well and you’re feeling a bit down, songs that make you feel “I’m okay” are highly recommended.
Let this classic by the British band The Verve give you that push to find the motivation to try changing yourself.
It’s also great for karaoke.
Go AwayWeezer

Sometimes a breakup makes you feel sad, and other times you just feel fed up—everyone feels that way now and then.
In those moments, why not sing a song called “Go Away” to let your feelings out? Repeat the lyrics over and over and sing to blow off some steam.
BandagesHot Hot Heat

A track released in 2003 by the Canadian indie rock band Hot Hot Heat.
The song deals with regret, mistakes, and emotional pain in a relationship with a girlfriend.
It reached No.
25 on the UK charts.
How Could YouMario

A track that sings about the heartbreak of a man betrayed by his girlfriend.
It was released in 2005 by the American singer-songwriter Mario.
This R&B track became a hit in countries such as the United States and Australia.

