[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2026]

Time to Say GoodbyeAndrea Bocelli & Sarah Brightman

Andrea Bocelli, Sarah Brightman – Time To Say Goodbye (Live From Teatro Del Silenzio, Italy / 2007)

British soprano Sarah Brightman and former Italian tenor Andrea Bocelli perform a duet.

Released in 1996, this song became a worldwide hit and helped turn classical crossover into a global movement.

In Japan, Sarah Brightman’s music has been used as a news program theme, making it feel familiar to many.

StrawberryfireApples In Stereo

Apples In Stereo – Strawberryfire

As if awakening to Indian instruments like the Beatles in their Rubber Soul era, this band truly had a songwriting sense that could have taken over the world.

However, whether through bad luck or not, they are now effectively disbanded.

Listen to this song, and let yourself feel sad.

The RiverBruce Springsteen

Bruce Springsteen – The River (The River Tour, Tempe 1980)

A song influenced by Hank Williams’s “My Bucket’s Got a Hole in It.” Bruce Springsteen first performed this song at the “No Nukes” concerts at Madison Square Garden on September 21 and 22, 1979.

Tears can be so softChristine&the Queens

Christine and the Queens – Tears can be so soft (Official Music Video)

A heartwarming ballad that depicts the healing power of tears.

Christine and the Queens’s clear, translucent vocals poignantly express longing for those we’ve lost.

Set to a gentle piano melody, the song affirms the importance of releasing emotions by letting tears flow.

It’s a refined track from the album “PARANOÏA, ANGELS, TRUE LOVE,” slated for release in June 2023, incorporating a sample from Marvin Gaye.

A song to listen to when you’re carrying deep sorrow or want to remember someone dear.

Its tender, embracing tones are sure to soothe your heart.

Our HouseCrosby, Stills, Nash & Young

Crosby Stills Nash and Young – Our House

They’re one of the classic supergroups.

Every member is incredible, but Neil Young was my personal favorite.

If you want to listen to gentle, melancholic songs, I truly recommend them.

I hope people who aren’t swayed by trends or the times will give them a listen.

How Do I Say GoodbyeDean Lewis

Dean Lewis – How Do I Say Goodbye (Official Video)

A work by Dean Lewis known as a tearjerker.

Sparked by his father’s illness, the lyrics convey the anxiety and fear of facing a sudden farewell.

Filled with deep love and gratitude for family, the song was released in August 2022 and included on the album “The Hardest Love.” It resonates with those who have experienced parting from a loved one or who cherish family bonds.

Dean Lewis’s delicate vocals gently embrace listeners’ hearts and evoke empathy.

Birthday CakeDylan Conrique

Dylan Conrique – Birthday Cake (Official Music Video)

A poignant song born from the experience of losing a friend’s mother at the age of 47.

Rather than being crushed by grief, it urges us to live life to the fullest—the way the departed would have wanted.

Dylan Conrique’s crystalline vocals carry a powerful message that finds hope even within sorrow.

Released in February 2022, this work showcases the full talent of the 19-year-old artist from California.

It’s a song that offers comfort to those who have lost someone dear or who stand at a crossroads in life.