RAG MusicHeartbreak Songs
A wonderful heartbreak song

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…

Winter heartbreak songs. Heart-wrenching love songs (41–50)

Winter FireworksOku Hanako

Winter Fireworks / Hanako Oku [MV]
Winter FireworksOku Hanako

This is the 13th single by singer-songwriter Hanako Oku, who, even after her major-label debut, continued to energetically perform street gigs and has written, composed, and sung for numerous commercial songs.

The story of being unable to voice your feelings to the person you love and ending up heartbroken—a situation many of us have likely experienced—really hits home, doesn’t it? The arrangement, layering piano, acoustic guitar, and strings, creates a wintry chill and depth that amplifies the poignancy of the lyrics.

It’s a bittersweet winter song, perfect for immersing yourself in solitude at Christmas.

Before GoodbyeAAA

AAA / "Before the Goodbye" Music Video
Before GoodbyeAAA

This song expresses the sorrow of parting, based on the idea that the end of love is invariably accompanied by heartache.

It was also used as a commercial song for Ito-Yokado.

Even amid the sadness, it carries a powerful sense of moving forward, making it a message song as well.

moreaiko

aiko - “More” music video
moreaiko

The song I especially want those who “just can’t forget that person” to hear is “Motto.” Beloved across generations, singer-songwriter aiko released it in 2016.

Carried by expansive piano sounds, her vocals resonate with a bittersweet beauty.

The lyrics, depicting lovers whose feelings slowly drift apart as they go about their daily lives, are sure to stir your heart.

The repeated phrase at the end of the chorus also conveys a wishful, earnest feeling.

Give this ballad a listen—it’s a song that will warm the cold winter season.

I won’t fall in love anymore.Makihara Noriyuki

[Official] Noriyuki Makihara “I Won’t Fall in Love Again” (Music Video) [5th Single] (1992) Noriyuki Makihara / Mou Koi Nante Shinai
I won't fall in love anymore.Makihara Noriyuki

When you’ve had your heart broken, chances are there’s something in these lyrics you can relate to.

Ever since its 1992 release, “Mou Koi Nante Shinai” (“I Won’t Fall in Love Again”) has remained beloved, a song that gently stays close to the universal ache and loneliness that pierce anyone’s heart.

Featured in the drama “Kodomo ga Neta Atode” (“After the Children Have Gone to Bed”), it became one of Makihara’s signature tracks.

It vividly portrays the sadness of sorting through the feelings and belongings shared while living together, capturing emotions that are impossible not to empathize with.

Though reality is harsh and acceptance isn’t easy, the song ultimately carries a powerful message that encourages us to look forward and move on.

balladKetsumeishi

A Ketsumeishi track themed around unrequited love.

The more impossible the love, the bigger your feelings grow, and you find yourself wishing there were some way to make it work.

But nothing changes, the heartache only deepens, and before you can even confess your feelings, the love ends in heartbreak.

This song is dedicated to those who have experienced a love that ended before they could put their feelings into words.

hot milknishina

nishina – Hot Milk (Official Video)
hot milknishina

A song I want you to listen to on long winter nights is “Hot Milk.” It’s a track singer-songwriter Nishina created as the theme song for episode 1 of the drama “Koi-ai Drama na Koi ga Shitai in NEW YORK.” It portrays someone alone on a long night, thinking about an ex.

The content is quite heartrending, but Nishina’s gentle vocals seem to warm the heart when you listen.

Also, pay attention to what conclusion the protagonist reaches at the end of the song.

After a broken heartCHIHIRO

CHIHIRO – After a Broken Heart (Official MV)
After a broken heartCHIHIRO

CHIHIRO, who is based in Hawaii, delivers a heartbreak song included on the album “My Love Is Made of Tears.” After a breakup, tears flow alongside all kinds of regrets and sadness.

The song portrays those tear-filled days after heartbreak when you don’t know what to do.

It’s a track that resonates with many who have experienced a broken heart.