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 (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.
Ain’t Too Proud To BegThe Temptations
An emotional track sung from a man’s perspective as he begs his girlfriend for a final chance.
It was released in 1966 by the American vocal group The Temptations and has been covered by artists such as Rick Astley and The Rolling Stones.
YesterdayThe Beatles
Thinking about yesterday makes today hard.
It’s a Beatles classic that simply sings of a broken heart.
Even women in their thirties who don’t know many British bands will surely find comfort in a melody they’ve heard somewhere at least once.
Sorry Seems To Be The Hardest WordBlue Featuring Elton John
Originally released in 1976 by British singer and pianist Elton John, this track was used in the film “Slap Shot.” The song is about the desire to make amends.
A collaborative version with the British boy band Blue was released in 2002.
The ReasonHoobastank
A heart-stirring power ballad from American band Hoobastank.
It captures the resolve to admit one’s mistakes and mend a cherished relationship, resonating with many listeners.
Released in January 2004, it became a global hit, reaching No.
2 on the U.S.
charts.
Its universal theme—wanting to change for the one you love—intertwines with an emotional melody to leave a deep impression on the listener.
Highly recommended for those who have experienced heartbreak or separation, or who want to reevaluate an important relationship.