Saddest Western Songs Ranking [2026]
There are many sad songs in the world.
There are sad songs across various genres—love songs, war songs, family songs, and more.
This time, I’ve gathered a selection focusing on sad songs from Western music, so please give them a listen.
You might discover something new.
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- [2026] Western breakup songs: tear-jerking tracks to listen to when love ends
Sad Western Music Songs Ranking [2026] (21–30)
Leave Out All The RestLinkin Park22rank/position
A song about redemption from past mistakes.
It seeks forgiveness for having hurt others and made some poor choices.
The band spent a lot of time writing the lyrics for this track and tried many variations before it was finally recorded.
The Show Must Go OnQueen23rank/position
A song written by guitarist Brian May.
It sings about the need to make the most of being alive.
In addition to being used in the film “Moulin Rouge,” the piece was performed in a dramatic style in 1997 by Elton John and an Italian ballet company.
Cruel SummerTaylor Swift24rank/position
A song sung by American singer-songwriter Taylor Swift that portrays the frenzy and anguish of a secret love.
It’s well known that the track became a massive hit years after its 2019 release, but despite its glittering, summery rush, the pain of a relationship that must be kept hidden is distilled into the single phrase “Cruel Summer.” The frustration of a love you can’t tell anyone about and the precarious feeling of being feverishly drawn to someone tighten listeners’ hearts.
The lyric “I love you, isn’t that the worst thing you’ve ever heard?” is heartbreakingly poignant.
Its anguished cry, carried by passionate sound, gently embraces the hearts of those struggling with the ache of a love where happiness and anxiety are entwined.
I Will Always Love YouWhitney Houston25rank/position
It was originally a country music song written and composed by Dolly Parton.
However, in 1992 it was covered by American singer Whitney Houston and became a massive hit.
Together with the film The Bodyguard, in which she starred, it sparked a worldwide craze.
Wake Me Up When September EndsGreen Day26rank/position
A song written by lead vocalist Billie Joe Armstrong about his father, who died of cancer on September 1, 1982.
It was originally planned for the 2002 compilation album Shenanigans, but since Billie Joe wasn’t in the emotional state to record it, it was later included on American Idiot.
LoveKeyshia Cole27rank/position
She is an R&B singer from California, United States.
This song was released as a single from her fourth album in 2005.
With this track, Keyshia made her first appearance in the Billboard Top 20.
The poignant ballad and her powerful vocals are truly moving.
The Winner Takes It AllABBA28rank/position
A song written by ABBA member Björn Ulvaeus about divorce and separation.
It’s said that although he normally didn’t use drugs or alcohol, he wrote it with a bottle of brandy by his side.
It was performed by Matthew Morrison and Jane Lynch in the 2015 series finale of the TV drama Glee.