18 Top Saddest Lana Del Rey Songs Of All Time, Ranked, Youtube Lyrics

Top Saddest Lana Del Rey Songs Of All Time, Ranked, Youtube Lyrics

Hey there, music lovers! Are you in the mood for some melancholic melodies and heart-wrenching lyrics?

Look no further because today I list the top saddest Lana Del Rey songs of all time.

Get ready to dive into the depths of her hauntingly beautiful discography and relive some of her most emotional tracks that have left us feeling all kinds of emotions.

Whether you’re a die-hard Lana fan or just looking for new songs to add to your playlist, this blog post is for you.

So grab some tissues, get cozy, and take a trip through Lana’s heartbreaking ballads.

1. In My Feelings

One of the saddest Lana Del Rey songs that always manages to tug at our heartstrings is “In My Feelings.”

This hauntingly beautiful track explores themes of lost love, regret, and self-reflection. The sad melody and Lana’s velvety vocals instantly transport you into a world of sorrow and longing.

As she pours her heart out in the lyrics, one can almost feel the pain and vulnerability in every word. The song talks about holding onto hope for a love that has slipped away but realizing that it may be too late to rekindle it.

It’s a raw and emotional journey that takes us through the depths of human emotion and leaves us feeling heavy-hearted yet captivated.

2. Terrence Loves You

“Terrence Loves You” by Lana Del Rey is undoubtedly one of her saddest songs.

The song starts slow and sad, with Del Rey’s ethereal vocals painting a picture of heartache and longing.

The lyrics are profoundly reflective and bittersweet as they tell the story of a past love that she can’t seem to let go of.

Del Rey’s signature dreamy sound is enhanced by the haunting sounds of a saxophone, adding to the overall gloomy atmosphere.

As the song progresses, the emotion in her voice intensifies, creating an almost tangible feeling of pain and regret that seeps through every note.

The chorus hits hard as Del Rey croons, “I lost myself when I lost you,” making it clear just how much this person meant to her.

3. Is This Happiness

Lana Del Rey has undoubtedly become a sad and nostalgic music queen. However, “Is This Happiness” epitomizes sadness in her vast discography.

Released in 2013 as part of her album Ultraviolence, this song hits hard with its haunting lyrics and melody.

Unlike some of her other songs, which may have a hint of hope or longing, “Is This Happiness” offers no respite from the deep despair that permeates every word and note.

Lana’s sorrowful vocals from the first lines paint a picture of heartache and regret that only intensifies throughout the song.

4. Pawn Shop Blues


“Pawn Shop Blues” by Lana Del Rey is often regarded as one of her saddest songs.

From the haunting melody to the sad lyrics, this track captures the heartache and longing that only Lana’s voice can bring out.

The song follows a woman struggling with a relationship that has gone sour as she pawns her possessions to get back what was once lost.

There is a sense of desperation and vulnerability in Lana’s delivery, making it impossible not to feel every emotion she pours into the song.

She paints a vivid picture of a broken heart, and it’s hard not to relate to the feelings portrayed in “Pawn Shop Blues.”

This track showcases Lana Del Rey’s ability to transport us into another world through her music and touches on themes that are all too familiar – love, loss, and the regrets that come with them.

5. Video Games

Lana Del Rey, the American singer-songwriter, has captivated audiences with her unique blend of dreamy pop and sad lyrics.

Among her countless hits, “Video Games” is a quintessential Lana Del Rey song.

Released in 2011, this bittersweet ballad tells the story of a woman who yearns for love and attention from her significant other, comparing their relationship to a video game.

The haunting melody and Lana’s ethereal vocals perfectly capture the essence of longing and heartache. With lyrics like “It’s you, it’s you, it’s all for you / Everything I do,” she paints a picture of someone deeply devoted yet not fully reciprocated in return.

This song is a testament to Lana Del Rey’s ability to draw listeners into her world of nostalgia and wistfulness through her emotive storytelling.

6. Summertime Sadness

“Summertime Sadness” by Lana Del Rey is a hauntingly beautiful song that captures the essence of bittersweet nostalgia.

Del Rey transports the listeners to a summer filled with love and longing with her signature dreamy vocals and poetic lyrics.

The sad melody paired with poignant lines like “Kiss me hard before you go / Summertime sadness / I just wanted you to know / That baby, you’re the best” portrays the pain of a love lost amid warm, carefree days.

As the song progresses, it builds into an emotional crescendo, echoing the emptiness and heartache of saying goodbye to someone special.

“Summertime Sadness” is more than just a sad song; it’s a powerful depiction of how fleeting moments of happiness can be tainted with sorrow and regret.

7. Born to Die

“Born to Die” by Lana Del Rey is a hauntingly beautiful song that explores themes of love, death, and the fleeting nature of life.

The sad melody and Del Rey’s haunting vocals perfectly capture the hopelessness and despair that often accompanies the idea of mortality.

The lyrics paint a picture of a doomed romance, where the speaker is resigned to their fate and embraces their inevitable end with their lover.

It’s a powerful reminder that death will ultimately part us no matter how deeply we may love someone. Del Rey’s passionate delivery makes this track an unforgettable experience for listeners.

“Born to Die” is not just a song but an emotional journey that leaves you feeling both heartbroken and strangely comforted at the same time.

8. Ride

“Ride” by Lana Del Rey is a sad and hauntingly beautiful song that captures the essence of sadness and longing.

With her ethereal vocals, Lana tells the story of someone who feels lost and alone, desperately searching for a sense of belonging and purpose.

The slow tempo and dreamy instrumentals create a somber atmosphere as we journey through the protagonist’s thoughts and emotions.

The lyrics are poetic yet relatable, vividly depicting inner turmoil and emotional struggles.

As the song progresses, the weight of her pain intensifies, reaching its peak during the chorus, where she proclaims, “I just ride.”

This phrase is a powerful metaphor for coping with life’s ups and downs, surrendering to fate while still holding onto hope.

9. Shades of Cool

“Shades of Cool” by Lana Del Rey is a captivating and emotional song that beautifully captures the complexities of love, heartbreak, and regret.

The haunting melody and Lana’s signature velvety vocals create an atmospheric, melancholic sound that pulls at the listener’s heartstrings.

Her lyrics paint a vivid image of a person struggling to let go of a toxic relationship, filled with conflicting emotions of longing and bitterness.

The chorus “But you are unfixable / I can’t break through your world / ‘Cause you live in shades of cool” captures the futility of trying to change someone who refuses to change for themselves.

10. Ultraviolence

“Ultraviolence” by Lana Del Rey is a hauntingly beautiful and sad song that perfectly encapsulates the dark side of love.

From the first few notes, the listener is transported into a world of pain and heartbreak, with Lana’s powerful and emotive vocals painting vivid images in our minds.

The lyrics delve deep into the complexities and toxicity of a toxic relationship, where love becomes synonymous with violence and suffering.

11. Black Beauty

“Black Beauty” by Lana Del Rey is a soulful and sad song that takes the listener on an emotional journey.

With her hauntingly beautiful vocals, Del Rey paints a picture of heartbreak and longing.

The lyrics tell a story of lost love and the feelings of emptiness and sadness it brings.

The slow tempo and dreamy instrumentals create a somber atmosphere, perfectly capturing the song’s essence. Del Rey’s voice soars as the chorus hits, filled with emotion and vulnerability.

12. Old Money

“Old Money” by Lana Del Rey is a beautifully melancholic song that captures the essence of longing and nostalgia.

The haunting melody and heartfelt lyrics transport listeners to a world of riches and luxury, yet tinged with an unshakeable sadness.

Lana’s velvety voice brings out the depth of emotions in this track as she paints a picture of luxury and lost love.

The poetic lyrics paint a vivid image of lavish parties and grand estates and hint at the emptiness and loneliness that often accompanies such a life.

13. The Blackest Day

“The Blackest Day” by Lana Del Rey is a heart-wrenching ballad that captures the raw emotion of heartbreak.

With her signature haunting vocals and melancholic instrumentals, Lana paints a vivid picture of the pain and sadness one feels when love ends.

The lyrics are filled with profound metaphors as she compares her broken heart to “an earthquake or a tidal wave” and asks, “Do you still love me when I’m no longer young and beautiful?”

This song goes beyond just the typical breakup song. It delves into the darker emotions that come with loss and longing for what it once was.

14. God Knows I Tried

“God Knows I Tried” by Lana Del Rey is a heart-wrenching and emotionally powerful song that tugs at your heartstrings.

With her angelic voice and melancholy lyrics, Lana captures the feeling of trying her best but still being unable to please everyone.

The song showcases her vulnerability as she reflects on past mistakes and struggles to make things right.

Her haunting vocals and the haunting melody create a bittersweet atmosphere that makes you want to sway along while shedding a tear.

15. Yayo

“Yayo” by Lana Del Rey is a hauntingly beautiful song that captures the raw emotions of love, loss, and addiction.

With her signature sultry voice, Lana weaves a heart-wrenching tale of a destructive relationship filled with highs and lows.

The lyrics are carefully crafted to vividly depict the turmoil of being in love with someone addicted to drugs.

It’s a sad song that evokes longing, regret, and hopelessness. Despite its sad tone, there is an undeniable beauty in how Lana delivers each line with raw emotion.

16. Dark Paradise

“Dark Paradise” by Lana Del Rey is a beautifully haunting song that captures the pain and sadness of lost love.

The sad melody and Lana’s soulful vocals create an ethereal atmosphere, taking listeners on an emotional journey through heartbreak and longing.

The lyrics vividly depict a once-perfect love turned into a dark, lonely place filled with regret and emptiness.

It’s a raw and honest portrayal of how the loss of someone we love can feel like a never-ending darkness, yet still hold onto the memories that were once filled with joy.

17. Heroin

Regarding melancholic tunes, few can match the haunting beauty of “Heroin” by Lana Del Rey.

This song captures addiction’s dark and destructive side as the lyrics paint a vivid picture of a person consumed by their reliance on heroin.

The slow and moody melody adds to the melancholy atmosphere, making it impossible not to feel the weight of despair in every word Lana sings.

18. 13 Beaches

“13 Beaches” by Lana Del Rey is a bittersweet masterpiece that touches the soul with its hauntingly beautiful lyrics and melancholic melody.

In this song, Lana’s mesmerizing vocals take us on a journey of longing and heartbreak as she sings about the struggle to find peace and escape from painful memories.

The title signifies the number of beaches she has visited in search of solace, yet none seem to provide the relief she desperately craves.

The lyrics paint a vivid picture of her loneliness, making it impossible not to feel her pain.

About Lana Del Rey

Lana Del Rey, born Elizabeth Woolridge Grant in 1985, is a popular and talented American singer-songwriter.

Her unique sound combines elements of indie pop, dream pop, and alternative music, earning her a devoted fanbase.

She rose to fame in 2011 with her album “Born to Die,” which featured hit songs like “Video Games” and “Summertime Sadness.”

Her sultry vocals and melancholy lyrics draw listeners into a dreamlike world exploring love, heartbreak, and nostalgia themes.

Lana’s music is known for its cinematic quality and has been described as soothingly hypnotic and emotionally haunting.

Beyond her music career, she has also dabbled in acting with roles in films like “Big Eyes” and “The Great Gatsby.”


What is Lana Del Rey’s saddest unreleased song?

Among her extensive repertoire of unreleased songs, one that stands out as her saddest is “Cinnamon Girl.”

This hauntingly beautiful track captures the emotions of heartbreak and longing in an ethereal manner. The lyrics paint a vivid picture of a lost love and its pain.

The slow and melodic tune combined with Lana’s soul-stirring vocals makes this song truly heartbreaking.

What is Lana Del Rey’s hardest song to sing?

While she has a wide range of songs showcasing her vocal prowess, some are particularly challenging to sing.

One such song is “Young and Beautiful,” featured in the hit movie “The Great Gatsby.”

This track requires a delicate balance between breathy vocals and powerful belting, making it difficult to nail.

The emotional depth and vulnerability portrayed in the lyrics add another layer of complexity to the song.

It takes an exceptional singer with control over their voice to convey the raw emotion in this hauntingly beautiful tune.

Even Lana herself has admitted that performing this song live can be challenging, requiring tapping into deep emotions every time.

Overall, “Young and Beautiful” is one of Lana Del Rey’s hardest songs to sing due to its technical difficulty and emotional weight.

Does Lana Del Rey have sad songs?

Yes, Lana Del Rey is well-known for her melancholic and sad songs that tug at listeners’ heartstrings.

Her music often evokes emotions of longing, nostalgia, and heartache, which have become her signature sound.

One could say that sadness is a recurring theme in her discography as she explores unrequited love, toxic relationships, and loss.

Is Lana Del Rey sad pop?

Lana Del Rey’s music style has often been described as being “sad pop,” but is this an accurate label for her music?

While it is true that her songs often have a sad and nostalgic tone, there is much more depth and complexity to her music than just being sad.

The lyrics in her songs touch upon a wide range of themes, from love and heartbreak to identity and societal issues.

Her hauntingly beautiful vocals and cinematic soundscapes create a dreamy atmosphere that transports listeners into a different world.

It would be unfair to classify Lana Del Rey’s music as sad pop, as it disregards the artistry and emotions behind her work.

She can evoke strong emotions within her listeners, but it is up to each individual to interpret and connect with her music in their way.

So, while some may categorize her as “sad pop,” she defies any labels or boundaries with her unique blend of genres and storytelling abilities.

What is Lana Del Rey’s longest song?

Lana Del Rey is an iconic singer known for her dreamy and nostalgic music.

Her songs have captured the hearts of many with their hauntingly beautiful melodies, thoughtful lyrics, and unique aesthetic.

While all her songs are equally mesmerizing, fans often wonder which one holds the record for being her longest song.

After some research, it was found that Lana Del Rey’s longest song is “Venice Bitch” from her album “Norman Fucking Rockwell!” clocking in at a whopping 9 minutes and 37 seconds.

The song takes listeners on a journey with its slow and ethereal sound and thought-provoking lyrics about love and life.

It showcases Lana’s signature style of blending vintage Hollywood glamour with modern themes, making it a must-listen for any fan.


Lana Del Rey’s music has resonated with fans worldwide for its hauntingly beautiful melodies and thought-provoking lyrics.

Through her powerful voice and passionate storytelling, she has captured the raw emotions of love, loss, and heartbreak in a way few artists can.

These top saddest Lana Del Rey songs are a testament to her talent as an artist and her ability to connect with listeners on a deep level.

Whether you need therapeutic catharsis or enjoy poetic melancholy, these songs will touch your heart and leave a lasting impression.

Thank you for joining us on this journey through some of Lana Del Rey’s most emotional pieces.

I hope you found solace and comfort in this collection of sadness turned into art.

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