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 (1–10)
I’m SorryBlake Shelton featuring Martina McBride
A collaboration between American country music artists Blake Shelton and Martina McBride.
It’s a ballad included on the 2011 album Red River Blue.
The album reached No.
1 on the U.S.
charts.
ApologizeTimbaland ft. OneRepublic
A track that sings about the need to apologize, even while recognizing it’s too late.
It’s a collaboration between the American pop rock band OneRepublic and producer Timbaland, released in 2007.
It reached No.
1 on charts around the world.
Who’s Sorry Now?Connie Francis
A track sung from the perspective of the party in the superior position after a divorce, asking: Who regrets it more? It’s a popular song released in 1923 and has been recorded by many artists, including Bing Crosby and Johnnie Ray.
The version by American singer Connie Francis was released in 1957.
Classic Western songs about regret: Recommended popular tracks (11–20)
IrresponsibleKiana Ledé
This song by American R&B singer Kiana Ledé conveys her aching emotions.
Carried by a melancholic melody, it tells the story of a heart shattered by the irresponsibility of someone she trusted.
The despair of realizing that the flirtatious signals that made her believe the feelings were mutual were nothing but her own misunderstanding is truly painful.
The way she wavers between blaming the other person and being unable to let go of her feelings is something anyone who has experienced unrequited love can painfully relate to.
Kiana Ledé’s soulful voice seems to envelop and soothe this unbearable suffering.
I’m SorryBrenda Lee
A track that sings about blind love and the regret and apology for the mistakes it causes.
It was released in 1960 by the American singer Brenda Lee, who was 15 at the time.
It is one of her signature songs and is considered one of the finest teen pop songs.
Apologize ft. OneRepublicTimbaland
A deeply piercing ballad that sings of apology and regret toward a loved one.
Its aching desire to mend a broken relationship is conveyed through Ryan Tedder’s emotive vocals and a beautiful piano melody.
Released in September 2007 as a remix produced by American producer Timbaland, it became a global hit, reaching number one on the charts in 16 countries.
The song was also featured in the TV drama Cold Case and is cherished as a classic that remains in many listeners’ memories.
It’s a track that offers comfort to those suffering from heartbreak or struggling with relationships with someone important.
SorryBuckcherry
A track released in 2007 by the American hard rock band Buckcherry.
It’s a love song about regret and apology, inspired by relationships that were sacrificed for their music career, and it is dedicated to lead vocalist Josh Todd’s wife.