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
- [Songs About Loving Yet Parting] Love songs for those who want to overcome heartbreak
- Western songs about saying “goodbye” — perfect for bereavement or a departed lover
- Beautiful, lovely Western music. A roundup of recommended classic songs.
- [Unrequited Love] Heart-wrenching Love Songs | A Roundup of Tear-Inducing Crush and Breakup Tracks
- [Trash Songs] A carefully curated selection of tracks about the lowest, worst kind of loser—and hidden gems!
- [2026] Moving Western songs that touch the heart: A roundup of recommended classics
- Breakup songs by Western bands. World-famous classics and popular tracks.
- [2026] Western music you've heard at least once — from trending new tracks to timeless classics
- [Adultery Song] A forbidden song about an affair that sings of an impossible love
- [TikTok] “I know this chorus!” A collection of popular Western songs on TikTok [2026]
- [Foreign-Love Songs] A roundup of popular overseas love songs and romance songs [2026]
- Western classic songs covered by Japanese artists. Hit songs rediscovered through Japanese-language covers.
Classic Western songs about regret. Recommended popular tracks (61–70)
YesterdayThe Beatles
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.
Pictures Of YouThe Cure
An emotional track about an unforgettable lover.
It was released in 1990 by the British rock band The Cure.
Selected by Rolling Stone for “The 500 Greatest Songs of All Time,” the track has been used in TV dramas such as One Tree Hill.
Midnight ConfessionsThe Grass Roots
A track released in 1968 by the American rock band The Grass Roots.
It became their biggest hit and charted in the United States, Canada, Australia, and elsewhere.
It has been covered by many artists, including Patti Drew and Phish.
Walk On ByThe Stranglers
This track is awesome with its gritty, distorted, heavy sound.
It’s a song by the British rock band The Stranglers, who have been active since the 1970s.
It’s included on their 1978 album Black and White.
The lyrics express the feeling of being unable to forget someone you love.
I’m Not in Love10cc
10cc is a band from the United Kingdom.
Among their hit songs, this one is particularly famous.
It was released in 1975.
With a meticulously crafted recording approach that creates a dreamy atmosphere, the song features a protagonist who keeps insisting, almost as an excuse, “I don’t love you,” a line that comes across as bravado.
The Man I Want To BeChris Young
A track released in 2009 by American country music artist Chris Young.
The song portrays a man striving to become a better person out of regret over a failed relationship.
It reached No.
1 on the U.S.
charts and was certified Gold.
Whatever It TakesLifehouse
A track that sings about a sincere apology full of regret for mistakes in a relationship.
Released in 2007 by the American alternative rock band Lifehouse.
A pop-rock track that reached No.
3 on the U.S.
charts.