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)
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.
Help Me Hold OnTravis Tritt
A track that sings about feelings of despair and regret toward a lover who’s packing their suitcase and about to leave.
It was released in 1990 by American country music artist Travis Tritt and reached No.
1 on the charts in the United States and Canada.
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.
Classic Western songs about regret: Recommended popular tracks (11–20)
Sorry For The Stupid ThingsBabyface
A track by American R&B singer-songwriter Babyface.
It tells the story of a man who admits he was foolish and apologizes to his lover.
Released in 2005, it reached No.
3 on the U.
S.
charts and is included on the album Grown & Sexy.
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.
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.
How to Save a LifeThe Fray
A track released in 2006 by the American pop-rock band The Fray.
It was inspired by frontman Isaac Slade’s experiences at a camp where he spent time with teenagers struggling with issues such as drug addiction.
The track was featured in TV dramas like Grey’s Anatomy and One Tree Hill.