A wonderful heartbreak song

A winter heartbreak song. A love song that's just too heartrending.

Accompanist / Piano Instructoryuri
Accompanist pianist × piano instructor × web writer. I began piano lessons at age four and, inspired by my piano teacher, decided to pursue music. I went on to specialized music programs in high school and university, where I discovered the appeal of accompanying instrumentalists and singers. Currently, alongside teaching piano, I work mainly in my home region of Aichi as an accompanist for flute, voice, choir, and more. Through lessons, my students often introduce me to trending songs, and my hobby is trying anything on the piano—Japanese and Western pop, commercial jingles, and beyond. Since 2021, I’ve also been active as a web writer, covering music and a variety of other genres.
Keyboard playerSAKI
I’ve been playing the Electone since I was six, mainly performing Disney music, anime songs, and music from dramas and films. I post performance videos on YouTube and social media, and I also give concerts. Building on my Electone experience, I took up synthesizer and piano during my student years and performed at school-sponsored events. As a writer, I’ve covered not only music-related topics but a wide range of genres, so I hope to draw on my experience to deliver articles that make readers think, “I want to try that!” or “I want to listen to that!”

Winter is a happy season filled with events for lovers, like Christmas and Valentine’s Day.

But some people may be going through tough days—getting turned down by someone they like, or not being able to spend time with their partner.

So in this article, we’ve put together a collection of heartbreak songs perfect for winter.

If you “remember a past lover when winter comes” or are “sad after being rejected by someone you like,” please give them a listen.

You’re sure to find a song that resonates with your feelings.

May your heart be wrapped in a little warmth…

Winter heartbreak songs. Heart-wrenchingly sad love songs (61–70)

The Magic of Goodbyematsumura kanau

Magic of Goodbye – Kanau Matsumura [Official Music Video]

The Magic of Goodbyematsumura kanau

Set to a dreamlike soundscape, this is a poignant song that portrays love slowly fading away.

It’s a work by singer-songwriter Kanau Matsumura, released in December 2024.

Once, Christmas was filled with joy—but now… The lyrics contrast past and present emotions in a way that tightens your chest.

With a delicate vocal delivery, it beautifully captures the frustration of being unable to say goodbye.

It’s a song that will keep you company on a bittersweet winter night.

Be sure to check out the short drama that ties in with the music video, too.

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Street Corner of SnowflakesAnri

Anri / Snowflake on the Street Corner

Street Corner of SnowflakesAnri

Anri’s 1988 single “Snowflake no Machikado” is memorable for its poignant lyrics that evoke the loneliness of remembering a past lover.

It was used as the fourth commercial song for “JT SomeTime LIGHTS.” The first verse depicts the couple when they were still together, while from the second verse onward, it conveys the feelings of the female protagonist who still has lingering attachment to her former partner.

It’s a mid-tempo disco tune, and the sound—featuring a brass section—is cool and stylish.

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On nights when I’m too lonely to sleepAimer

Aimer 'On Nights When I’m Too Lonely to Sleep'

On nights when I'm too lonely to sleepAimer

When you’ve had your heart broken, there are times you just want to put on a breakup song and have a good cry—cry it out and feel refreshed.

As the title suggests, Aimer’s song “On Nights Too Lonely to Sleep” is a breakup song that expresses feelings of loneliness.

In winter—especially winter nights—those pangs of loneliness and that hard-to-describe sadness tend to surge, don’t they? Aimer’s voice amplifies those emotions even more, making it the perfect track for when you want to cry.

It’s a song I hope you’ll listen to while feeling the chill of the winter wind.

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You Go Your WayCHEMISTRY

CHEMISTRY “You Go Your Way” Official Video

You Go Your WayCHEMISTRY

This is the third single by CHEMISTRY, a male twin-vocal unit whose name was chosen in the hope that the two voices—each shaped by different musical influences and styles—would spark a “musical chemical reaction.” Used as a collaboration CM song for Suntory’s BOSS, it became known for setting a historic record: three consecutive No.

1 singles in their debut year.

The song portrays the bittersweet mix of resolve when initiating a breakup and the memories that flash through one’s mind, moving listeners with its poignant emotion.

With its beautiful harmonies enhancing the story, it stands as a quintessential winter heartbreak song.

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Hoshino Takashi

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Stop this nightJUJU

JUJU “Stop This Night for Me”

Stop this nightJUJU

A song that resonates with JUJU’s wistful vocals.

It was chosen as the theme song for the drama “Guilty: The Woman Who Made a Deal with the Devil,” starring Miho Kanno.

It’s hard to accept the reality of breaking up with a lover.

That’s why, like in this song, you end up wishing you could stop time right now so you don’t have to move forward.

This is a song that speaks for those impossible feelings at the moment of parting.

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