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.
- Classic Western songs about getting back together: recommended popular tracks
- Western songs about saying “goodbye” — perfect for bereavement or a departed lover
- Beautiful, lovely Western music. A roundup of recommended classic songs.
- [2025] Moving Western songs that touch the heart: A roundup of recommended masterpieces
- Breakup songs by Western bands. World-famous classics and popular tracks.
- [2025] Western Music You’ve Heard at Least Once — From Trending New Tracks to Timeless Classics
- [TikTok] “I know this chorus!” A roundup of popular Western songs on TikTok [2025]
- Foreign Love Songs: A Collection of Popular Overseas Love & Romance Songs [2025]
- Songs That Make You Cry: Heart-Wrenching Western Music—from Timeless Classics to the Newest Hits
- Tear-jerking Western breakup songs: recommended classics and popular hits
- Hidden gems of breakup songs in Western music. Recommended popular tracks.
- Hidden gems of tear-jerking Western songs. Recommended popular tracks.
- Tear-jerking Western songs: recommended classics and popular tracks
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.
Better Than MeHinder

A track released in 2007 by the American rock band Hinder.
The song portrays the feelings of a man who, while thinking about the life of the woman he loves, suppresses his own emotions.
It was a hit around the world, reaching No.
11 on the charts in Australia.
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.
Classic Western songs about regret: recommended popular tracks (91–100)
AftermathR.E.M.

A track released in 2004 by the American alternative rock band R.
E.
M.
It is about a woman who has broken up with her boyfriend and became a hit in the United States and various European countries.
The music video was filmed at locations including the Hyatt Regency Hotel in San Francisco.





