Sentimental Season: Songs to Sing at Karaoke in September
Although the peak of summer has passed, September still brings lingering heat.
According to the calendar it’s autumn, but what kind of songs do you feel like singing? With summer coming to an end, you might feel a bit sentimental, or perhaps your heart will gradually grow calm as you shift from the sparkling days of summer into the more settled feeling of autumn.
In this article, we’ll introduce songs that are perfect for singing at karaoke in September! From sentimental and gentle tunes to songs for those who still want to enjoy summer to the fullest, find something that matches your mood and give it a try!
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- A Guide to Classic Autumn Songs to Sing at Karaoke in October
- Emotional songs that resonate in a sentimental autumn. A collection of autumn tunes.
- [Autumn for Karaoke!?] J-POP Autumn Songs You’ll Want to Sing at Karaoke [2026]
- Songs you want to listen to at the end of summer: Late-summer classics to look back on the season
- Also great for karaoke! Classic autumn songs recommended for people in their 30s
- A collection of classic nursery rhymes and hand-play songs for September! Enjoy autumn with your child through songs.
- [Karaoke Songs for May] A list of classic tracks that capture the lingering spirit of spring and the arrival of early summer
- Famous and popular Japanese summer songs you’ll want to sing at karaoke
[Sentimental Season] Songs to Sing at Karaoke in September (21–30)
SeptemberTakeuchi Mariya

A classic by Mariya Takeuchi that portrays a romance coming to an end in September.
If you spent your youth in the 1980s, listening now might bring those memories rushing back.
The calm yet catchy tune contrasts with the heartrending lyrics, which only makes their sadness stand out even more.
If you’ve just gone through a breakup, you might find yourself in tears when you sing this song.
After the FestivalKuwata Keisuke

“Matsuri no Ato” (After the Festival) is the fifth single by Keisuke Kuwata, released in October 1994.
It was used as the theme song for the TV drama “Shizukanaru Don” and as a commercial song for Kirin JIVE, in which Kuwata himself appeared.
The song portrays the feelings of a man who cannot bring himself to confess his love to the woman he adores, set against an autumn backdrop.
It’s the perfect song for men nursing an unshakable love to sing at karaoke in the fall.
Sentimental Season: Songs to Sing at Karaoke in September (31–40)
Twilight SurroundRIP SLYME

A medium-tempo tune that wraps you in the autumn night breeze right from the intro.
The acoustic guitar’s sound—somehow wistful yet warm—really seeps into your heart, perfect for twilight.
It offers a mellow, calm charm that’s different from RIP SLYME’s typically upbeat image.
The lyrics trace the flow of time from dusk to dawn, inviting a sentimental mood as you listen.
Released in October 2004 as their 10th single, this track is also included on the classic album “MASTERPIECE.” It’s perfect for long autumn night drives, and it’s great to sing gently at karaoke, too.
Keep a smooth, flowing delivery in mind, and enjoy it cool and mellow!
It’ll get stained.Chatto Monchī

If you’re looking to indulge in a slightly sentimental mood on a chilly autumn night, I recommend a wistful mid-tempo number from Chatmonchy.
Released in November 2008, this song poignantly conveys the loneliness of city nights and the tender ache of stretching yourself to do something unfamiliar.
The gradient of a heart that has lost something precious and is slowly dyed a different color seems to resonate in your chest, carried by Eriko Hashimoto’s aching vocals.
This was the band’s ninth single and marked their first entry into the Oricon Top 10.
It was also used as the theme song for the drama “Tonsura” and included on the classic album “Kokuhaku” (Confession).
Sing it earnestly at karaoke, and memories of your youth might just come flooding back.
Ballad of a SingerSaitō Kazuyoshi

It’s a song that makes you want to sing while thinking of someone special on those long autumn nights when you somehow crave human warmth.
It’s one of singer-songwriter Kazuyoshi Saito’s signature tracks, depicting the love of a clumsy protagonist who can only convey his true feelings through song.
The lyrics, which carry straightforward emotions that are hard to say in everyday life, are beautiful and hit you right in the heart.
Released in November 1997 as his 15th single, the song is well-known for being covered by many artists and for being chosen as the theme song for the 2017 animated film Lu Over the Wall.
With the warm tones of the acoustic guitar and Saito’s gentle vocals resonating deeply, it’s also a great choice to sing with all your heart at karaoke.
When the magic wears offSaucy Dog

On those increasingly chilly, long autumn nights, Saucy Dog’s love songs gently nestle up to your heart.
It’s a slightly bittersweet mid-tempo number that makes you look back on days spent with a beloved partner.
Everyday scenes—like songs sung in the car or late-night conversations—link with the listener’s own memories and may just make your chest tighten unexpectedly.
This track is included on the mini-album “But Really,” released in July 2023.
It’s a self-cover of a song originally provided in October 2021 to voice actor Gakuto Kajiwara, now imbued with the warmth unique to a full band sound.
It’s a perfect song to sing tenderly and with feeling when you want to sink into a sentimental mood.
maybeYOASOBI

A song by YOASOBI released in July 2020 that also serves as the theme for a short film of the same name.
It depicts a quiet morning shared by two people facing a breakup, and is a mid-tempo number that gently accompanies the melancholic autumn season.
YOASOBI’s songs might seem difficult to sing, but this one features a calm rhythm that lets you savor the lyrics.
Ikura’s clear, transparent vocals delicately convey the complex emotions—the helpless sense of loss after a relationship ends, a heart wavering over the fact that it’s no one’s fault, and the sudden resurgence of regret.
It’s a moving song recommended for autumn nights when you want to sing as if telling a story, pouring your feelings into every word.



