[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2026]
Music has a mysterious power to heal the heart and, at times, move us to tears.
In this article, we introduce timeless Western songs that transcend language barriers and resonate deeply with the soul—sad and heartrending masterpieces.
The bittersweetness of love, the sorrows of life, the pain of parting…
We present a selection of exquisite melodies and lyrics that have touched hearts around the world, across genres and eras.
If you’re carrying something heavy in your heart right now, these songs will surely stay close to your feelings.
Please enjoy these treasured classics in the playlist here.
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[Masterpieces] Tear-Jerking Western Music. The Tears Won’t Stop… Truly Sad Songs [2026] (61–70)
MotherJohn Lennon
A song that expresses John Lennon’s childhood pain.
It features Klaus Voormann on bass and Ringo Starr on drums.
The track was released as a single in 1970.
A demo version was used in the final scene and credits of the 2009 film Nowhere Boy.
You And MeLifehouse
When it comes to sad songs, I tend to imagine something like a ballad.
If you combine that with beautiful instrument tones and vocals, I think it’s perfect.
This track is about as close as it gets to what I envision.
It’s also a sweet song, so I recommend it to women.
This Is How It FeelsRichard Ashcroft
It’s my recent favorite, and I listen to it at least once a day.
It feels like a song I’ve heard somewhere before, but if you stick with it to the end, I think you’ll be hooked after a few listens.
It’s truly an amazing track, and this person’s talent is far from running dry.
cecilia and the satelliteAndrew McMahon
It’s included on “In the Wilderness,” the solo album by Andrew McMahon, the vocalist of Something Corporate.
It was released in 2014.
After overcoming leukemia and making his comeback, Andrew welcomed a daughter in 2013.
It’s said that he wrote this song for his beloved daughter.
All MirrorsAngel Olsen
This is the title track from American singer-songwriter Angel Olsen’s fourth album, All Mirrors, released in 2019.
Hailing from St.
Louis, Missouri, she began her career in genres like folk rock and alternative country, but has changed her style with each release; on this album, she evolved into a bold approach that employs orchestral sounds across almost the entire record.
As you can see in the music video, this song—centered on a theme of dialogue with oneself—carries an introspective atmosphere within its grand, sweeping sound.
The Way We WereBarbra Streisand
It is the title track of the film of the same name starring Robert Redford.
The song is about a couple in love reminiscing together.
The lyrics were written by Alan Bergman and his wife Marilyn, and the music was composed by Marvin Hamlisch.
November RainGuns N’ Roses
A song written by Axl Rose.
The original version was originally 25 minutes long, but it was edited down to 8 minutes and 57 seconds.
It was released as a single in 1992.
The music video was directed by Andy Morahan, who also worked on George Michael’s “Father Figure.”