10 Saddest Harry Styles Songs That Will Make You Cry


An artist whose fan base continues to grow year after year, Harry Styles is extremely versatile and makes music that can be enjoyed by a wide group of music lovers. He is able to convey almost any emotion in a catchy hit while writing a story with substance.

Chances are you’ve heard his music at some point, and he continues to explore his talents to their full potential.

So without further ado, here is my list of Harry Styles’ saddest songs from his entire discography!

1. From the dining table

Carrying a melancholy tone from start to finish, it’s a relaxing record that comes with a mix of warmth and sadness. “From the Dining Table” is a record that has spoken to many listeners, and its message will be relevant no matter how generational musical tastes change.

It features a simple acoustic melody, but that doesn’t detract from the impact of each note. Whether the artist speaks from experience or not, the message is highly relevant to many, and the cinematic quality of the song adds to the sentiment of the lyrics.

2. Fine line

With a sense of nostalgia and an ethereal sound you can get lost in, this record makes excellent use of reverb, and Harry’s voice hits the sweet spot when it comes to dynamics. The instrumental undergoes slight changes as it progresses, but most listeners latch on to the unique effects surrounding the artist’s vocals.

It’s a song that offers time and space to think about yourself, and the light acoustic melody isn’t intrusive no matter how it changes throughout the record. Taking listeners on a journey, the instrumental is quite powerful given its minimalist approach.

3. Sign of the times

Featuring a calm underpinned by a clean grand piano, this song offers excellent progression, and I think it’s one of the saddest Harry Styles songs on this list. It adds new layers that lead to a climactic moment that brings everything together for a peak of emotion.

Harry’s voice is always relevant and perfectly matches the shifting energy of the instrumental. The song offers light percussion that doesn’t muddy the track and adds to the atmosphere without distracting from the main melodies.

4. Fall

A piano record that emphasizes vocals, it’s a touching record that many people hold dear. Even though the instrumental takes a simplistic route, all the emotion and energy lies in the lyrics.

The message is quite honest and the song can serve as a backdrop for your deepest thoughts. “Falling” is a timeless record that won’t diminish in quality over time, and its vocals are pristine no matter how much it stretches the dynamics.

5. From New York

This song comes with a more upbeat approach that includes rolling percussion alongside an acoustic melody that gives the record an organic sound. Harry’s vocals are layered and the record is quite easy to sing along to.

It’s not as sluggish as some of the other records on this list, but it still has a heartfelt sound that makes an impact and leaves an impression. The song builds up, reaching its pitch in the middle while slowly fading as it reaches the end.

6. Meet me in the hallway

“Meet Me In The Hallway” focuses on clean acoustics and powerful vocals that envelop listeners from all directions. This is one of those trails you can get lost in and lose track of time.

It doesn’t feature any percussion or many melodic layers, but it’s more than enough for Harry to get his point across. Another fantastic record from his discography; Personally, I think this is by far one of Harry Styles’ saddest songs.

7. Two ghosts

With an electric guitar riff that floats in and out, “Two Ghosts” carries a primal acoustic melody, and Harry takes a relaxed direction on his vocals. The dynamic of this song can be relaxing, but the overall message is relatively sad.

Between her vocals, an electric guitar does the rest of the talking, encompassing the tone of the message in the lyrics. The percussion helps carry the tempo, and its rhythm adds to the drawling emotion of sadness that runs throughout the song.

8. Sweet Creature

Starting strong, “Sweet Creature” seems to progress by adding new layers, but it actually simplifies as the song progresses. Harry’s voice delivers a steady energy, but the instrumental slowly becomes more soothing as it nears the end.

The story behind this record is quite simple and it’s obvious that many fans have latched onto the message it has to offer. Offering an effortless impact on people’s emotions, this record is both sentimental and sad.

9. Cherry

I think this record has one of the best melodies on this whole list. Harry’s tone of voice sounds like he’s referring to a time that holds fond memories with an added touch of loss in dynamics.

It’s one of the more instrumental songs here, because there’s plenty of room for the instrumental to speak. About halfway through the record, light percussion is introduced to help speed up the pace of the record.

10. She

This record may have a pretty sad message, but the instrumental brings a sense of hope in comparison. Without hesitation, I can say this is one of the saddest Harry Styles songs listed here, as every note and melody touches the hearts of listeners.

The beat is perfect for a slow dance, and the effects on the track make it easy to immerse yourself in the experience it has to offer. The electric guitar melodies carry most of the weight of this record as the artist’s voice changes throughout the song.


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