A winter heartbreak song. A love song that's just too heartrending.
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…
- Popular Heartbreak Song Rankings [2026]
- [Female Heartbreak Song] A soul-stirring song dedicated to you, who loved with all your heart.
- A poignant winter classic. A winter song that seeps into the heart on cold days.
- [Tearjerker Guaranteed!] A Heartbreak Song Told from a Male Perspective
- Just listening makes my chest tighten... Breakup songs recommended for the Yutori generation
- [Winter Songs] The Best Classic and Popular Winter Tunes to Listen to in Winter
- Masterpieces of bittersweet breakup songs. Recommended popular tracks.
- [Tear-Jerking Breakup Songs] A curated selection of love songs that gently comfort a wounded heart!
- back number Heartbreak Songs and Popular Tracks Ranking [2026]
- [Today’s Heartbreak Song] A poignant love song that gently wraps your wounded heart
- Unrequited love songs for winter. Songs about one-sided love you want to listen to in winter.
- [Winter Songs] Songs that evoke the feeling of winter for Instagram Stories
- My heart aches with bittersweet pain! Breakup songs I’d recommend to Gen Z
Winter heartbreak songs. Heart-wrenching love songs (51–60)
dear personShio Reira
This song focuses on the different readings of the kanji for “love,” portraying the misalignments in how love is expressed and received.
Released in August 2024 as the lead track of the 1st EP “No one,” it also drew attention for being featured as background music on ABEMA’s dating show “He and the Little Wolf-chan Won’t Deceive You.” If you’ve ever struggled with the weight of the word “love” or felt unsure about how to interpret someone’s feelings, you’ll find it impossible not to relate.
You can really feel the kindness of someone trying to accept their partner’s clumsy way of showing love.
It doesn’t turn white.Cody Rī (Ri)
A winter heartbreak song, “Shiroku Naranai.” This track appears on the rock band Cody・Lee (Li)’s album “Heartbeat, Love Letters, and Kindness.” The song portrays the regrets and inner conflict of lovers who have broken up.
Lead vocalist Hibiki Takahashi sings from a male perspective, while bassist and backing vocalist Kei Nishima sings from a female perspective.
In the chorus, their harmonies express that they share the same feelings.
Snowy TownPEDRO
Ayuni D, also known as a former member of BiSH.
“Yuki no Machi” is a track from her solo project, PEDRO.
She wrote it while thinking of her hometown of Hokkaido and the family who live there.
The song portrays a wintertime heartbreak and the longing for a loved one.
Although the lyrics are melancholic, the sound contrasts them with a prominently intense guitar tone.
Give it a listen with that contrast in mind.
Yorunagi feat. nishinaindigo la End
It’s a song that portrays a bittersweet winter romance.
Released by indigo la End in January 2025, it serves as the lead single from the album “MOLTING AND DANCING,” featuring a collaboration with Nishina.
The vocal work enhances the storytelling, which is a major draw.
The sound arrangement blends indie rock with strings, and the lyrics conjure vivid breakup scenes—the harmony between them is superb.
It feels perfect for when you want to heal the wounds of a broken heart.
Winter heartbreak songs. Heart-wrenchingly sad love songs (61–70)
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.
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.
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.
