Saddest Western Songs Ranking [2026]

The greatestLana Del Rey71rank/position

The greatest

When it comes to Lana Del Rey, many of us strongly associate her with being a singer-songwriter who sings songs steeped in sorrow—so much so that she openly describes her own musical style as “sadcore.” This track is included on her August 2019 album, Norman Fucking Rockwell!.

Listening with the knowledge that Lana, a New York native, moved her base to California and found success there may inspire a range of feelings.

The sense of longing she expresses for a bygone America stirs a similar nostalgia in us Japanese listeners as well.

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angelsRobbie Williams72rank/position

robbie williams – angels

It was released in 1997 by Robbie Williams, a former member of the idol group Take That.

Until then, Robbie had been leading a decadent life of drugs and alcohol, but this song marked his comeback.

It has even been ranked number one on the list of music that British people would like played at their funerals.

The Day We Caught The TrainOcean Colour Scene73rank/position

Ocean Colour Scene – The Day We Caught The Train

It was released in 1996 by the British band Ocean Colour Scene.

The song was issued as a single from their album Moseley Shoals and reached a peak position of number 4 in the UK charts.

It’s no exaggeration to say that Ocean Colour Scene were a band that epitomized the neo-mod movement of the 1990s.

As Tears Go ByThe Rolling Stones74rank/position

The Rolling Stones – As Tears Go By (Shine a Light 2008) Full HD

A song written by Mick Jagger and Keith Richards.

Its original title was “As Time Goes By.” It was first recorded by Marianne Faithfull, who later became Mick’s girlfriend, and then recorded by The Rolling Stones a year later.

I Need To Be In LoveCarpenters75rank/position

I Need To Be In Love (The Sparkle of Youth) / Carpenters

This song was released in 1976 by the sibling duo, the Carpenters.

It is said to have been Karen Carpenter’s favorite during her lifetime, and her wistful vocals match the lyrics perfectly.

In Japan, it was used as a TV drama theme song in 1995, and a Japan-exclusive compilation album that included this track went on to sell 3.5 million copies.

Where did you sleep last nightNirvana76rank/position

Nirvana – Where did you sleep last night HD – Unplugged in new york {{Best Sound Quality}}

It’s a cover song of Red Berries by Nirvana, but compared to the original, other versions, and even other songs, this might be my favorite.

Since Kurt took his own life afterward, it’s an incredibly poignant and sad song.

He Stopped Loving Her TodayGeorge Jones77rank/position

George Jones – LIVE “He Stopped Loving Her Today” FIRST TV APPEARANCE FOR THAT SONG!

A melancholic song often cited as one of the greatest country songs.

It was released as a single in 1980.

It won Single of the Year at the CMA Awards and Best Country Vocal Performance at the Grammy Awards.