Songs That Make You Cry: Heart-Wrenching Western Music—from Timeless Classics to the Newest Hits
There are times when, instead of listening to music to get pumped up or fired up, you deliberately want to listen to poignant or slightly sad songs and have a good cry alone, right?
Upbeat tracks that give you a push are great, but in this article we’ve researched and selected timeless, heart-wrenching English-language songs that empathize with listeners’ feelings, both old and new.
From classic standards to recent hits and the latest buzzworthy tracks, we’re bringing you a genre-crossing selection.
Try listening in whatever setting makes you feel most at ease—whether that’s in your bedroom or on a drive!
- Top Tearjerker Western Songs Ranking [2026]
- Western songs about saying “goodbye” — perfect for bereavement or a departed lover
- When you’re hurting and feel like you want to disappear… timeless Western songs to listen to at times like these
- Hidden gems of tear-jerking Western songs. Recommended popular tracks.
- [2026] Moving Western songs that touch the heart: A roundup of recommended classics
- Top Cry-Inducing Western Songs Ranking [2026]
- Beautiful, lovely Western music. A roundup of recommended classic songs.
- Top 2026 Rankings of Melancholic Western Songs
- A Collection of Heart-Touching Western Ballads — From Classics to the Newest Hits
- Really dark... Classic Western songs | So dark that it may trigger depression—proceed with caution!
- Western songs used in commercials — tear-jerking classics and popular tracks
- A collection of emotionally resonant dark-themed Western songs—tracks with lyrics that deeply echo in the heart
- Emotional Western Music Special | Handpicked from All Generations
Tearjerkers! Bittersweet Western Songs — From Timeless Classics to the Newest Hits — (151–160)
The Power Of LoveCéline Dion
This is Celine Dion’s cover of The Power of Love, originally sung by Jennifer Rush.
It’s a song that really showcases her clear, crystalline vocals.
Since it’s so famous, you’ve probably heard it somewhere at least once.
Heartbreak HotelElvis Presley
A song written by Tommy Durden, a Nashville steel guitar player who once worked as a dishwasher repairman.
When the song was released on January 27, 1956, Elvis Presley was 21 years old.
It became his first No.
1 hit on the Billboard pop chart.
No AirJordin Sparks ft. Chris Brown
A song about a dying relationship produced by the R&B/pop producer duo The Underdogs, who are also known for their work on the Dreamgirls soundtrack.
It’s a duet by Jordin Sparks and her labelmate Chris Brown, and it spent seven weeks at No.
1 on the New Zealand singles chart.
RainMadonna
It’s a song with a very distinctive and mysterious melody.
It has become one of Madonna’s signature ballads and is a classic that everyone knows.
In the music video, the renowned pianist Ryuichi Sakamoto even appears in the role of a director.
TornNatalie Imbruglia
A song written by songwriters Anne Preven and Scott Cutler with producer Phil Thornalley.
It was originally recorded by Danish singer Lis Sørensen under the title “Brændt.” This version by Australian actress Natalie Imbruglia is included on her debut album “Left of the Middle,” released in 1998.
Don’t need you toSamantha Mumba
This is a song featured in the film Legally Blonde 1.
The protagonist, Elle, is relentlessly positive, cheerful, and fiercely competitive.
I think this song portrays a strong woman who also shows glimpses of vulnerability, much like Elle.
It also conveys a woman’s desire for love to be shown through actions, not just words.
Tearjerkers! Heartbreaking Western Songs — From Timeless Classics to the Latest Hits — (161–170)
Heaven’s Only Days Down The RoadShelby Lynne
Shelby Lynne went through a tragic experience in 1986 when her father shot and killed her mother.
She and her sister, singer Allison Moorer, were left orphaned and lived with relatives.
Twenty-five years later, she wrote the song “Heaven’s Only Days Down the Road” from her father’s perspective after the fact.