Saddest Vampire Diaries Moment


The Top Ten

1 Elena's Slumber Goodbyes. 6x22

. The blast from the past had tears rolling down my cheeks

Kai casts a spell linking Elena and Bonnie's lives, rendering Elena unconscious while Bonnie is alive. In a series of visions or dreams, Elena and her friends and family say their goodbye. - ElizabethClarkson

2 When Stefan and Elena Broke Up, for Real. 2x06

I love them stefan is better than damien

When Stefan and Elena broke up because of Katherine, it was so painful. - ElizabethClarkson

I really voted for this one because the look on Stefan' s face broke my heart - fangirl1967

I just could not stand the fact that they broke up for real because they were so cute together and yes the look on Stefan's face had me in tears. 😭😭

3 Aunt Jenna's Funeral. 2x21

This is so sad!

This is the first episode of any show I ever really cried about. So heartbreaking :(

4 When Caroline's Dad Died. 3x13

Caroline's dad didn't want to be a vampire so he chose to die instead. - ElizabethClarkson

5 When Alaric Died. 3x20

This was the saddest thing ever. Their goodbyes made me cry.

Everyone loved Alaric, for what he did for Elena and Jeremy by taking them in. And when he died! The scene became more painful when they all said their goodbyes - ElizabethClarkson

6 When Elena Died. 3x22

Stefan was the one who saved her and Matt. Elena sacrificing herself, Stefan respecting her choice. Then she became a Vampire. - ElizabethClarkson

7 When Liz Forbes Died. 6x14 (Stay)

Always my number 1. I cried like a baby


Very sad moment

This was the moment I cried like a baby

V 8 Comments
8 When Damon Went to Alaric's Grave. 4x02

This was the saddest moment for me. I almost cried man and I don't cry

The saddest moment EVER! I cried, and I don't cry in movies. When Damon was talking and Alaric was listening and Damon tried making jokes to hide his grief. :'(

NO... This was so sad. And all the time Damon was talking Alaric was there listening.

I cried

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9 When Damon ''Died''. 5x22

Watching damon talk to elena without her knowing it made me break down

I actually cried my little heart out.

This scene absolutely ruined me, saddest moment ever!

Watching Elena box up her and Damon’s things, man it’s heart breaking. Plus the song salvation put the icing on the cake. Never seen Elena break down so bad

V 4 Comments
10 When Stefan Killed Enzo

Benzo was the best couple on the show, so pure with so much development
Bonnie and enzo deserved better and every time I watch this scene I cry.


I literally sobbed when Stefan dropped Enzo’s heart on the ground. The look on his face as he falls to the ground dead destroyed me! And Bonnie’s pained screams absolutely broke my heart. Benzo was absolutely my favorite couple throughout the entire series and I cried so hard when Enzo died.

The Newcomers

? When everyone sees the dead people they miss 8x16

I was crying that entire episode. When all the characters got to see their loved ones who died, 😭

? When Bonnie Was Going to Kill Herself on Her Birthday 6x13

The Contenders

11 When Stefan Died

My heart. most people don't regard stefan in good taste but I was overly attached to him since the beginning. everything he had ever loved, his dad,his mom,his brother, elena, lexi and katherine at a point, he ended up losing. when he finally found happiness and a life with caroline he gave that up too. his death reminds me of the all the things he did when his switvh wasnt flipped, of all the things human stefan did and never once would I want him to change. he's perfect even with his flaws.

12 When Stefan Saw Lexi. 4x22

Their friendship is unlike any other. It's too bad she didn't get to stay long. - ElizabethClarkson

13 Elena Switched Her Humanity. 4x15

Before she turns off her humanity and is just listing off everyone she loves that had died - that hurt

Nina’s acting was honestly incredible in this scene. I cry every time.

When Jeremy died, Elena couldn't handle the pain, she decided to switch off the pain by switching off her humanity. - ElizabethClarkson

14 When Stefan Died 8x16

Not only his death but Caroline's phone call to him and the fact that they just got married broke my heart.

Eh. well, damon for the win

Why is this not #1? All the othe4 characters died but came back. STEFAN REALLY DIED!

He was fans favirote character... I don't know why they make his ending so sad

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15 When Damon Let Elena Go, 5x22
16 When Enzo Died

At the start I didn't like and I but I loved how happy him and Bonnie were together and I grew to love him but after he died I couldn't watch VD for weeks after

This was heartbreaking!

I cried too much during this scene

17 When Jeremy Died

This was absolutely heartbreaking

18 When Rose Died 2x12

I cried every time I saw this scene
Damon comforts Rose as she lies feverishly in bed. She remembers her old life, on a sunny hillside with horses all around, and dreams Damon is there. He's controlling her dream. Rose says she misses being human and mattering to people. She thanks him for making the pain go away. She says she's not afraid anymore. In bed, he gently lets go of her hand.
On the sunny hillside, Rose challenges him to a race to the trees. As she counts to three, back in bed he slowly takes out a stake and positions it over her heart. When she reaches 3, he drives it in.

19 When Nadia Petrova Dies
20 When Bonnie Dies 5x4

Bonnie died was the most emotional part for me

So sad cried for so long (the funeral by the way)

21 When Jenna Died
22 When Damon Cries and Lets Go of His Brother 8x16

Never seen Damon cry
When he says I love you little brother

23 When Sheila Bennett Died. 1x14

The way bonnie reacted actually broke my heart, I cried for a full hour�"

24 When Damon Killed Kai. 6x22
25 When Damon Confessed His Love for Elena but Had to Compel Her. 2x8

At first I hated Damon but then as I kept watching the show,I began loving him so much.But what really had my tears run down like a river is when both Katherine and Elena chose Stefan over Damon,when he was always the one who loved them but didn't get it back.And when he confessed it to Elena,he had to compel her so she wouldn't remember him saying it,it was one of the saddest moments for me..

26 When Katherine's Parents and Her Sister Died

Katherine was the most damaged character on the show. No one suffered or lost as much as she did. She didn't start out a villain, when her family died, that is what killed Katerina, not the rope. - Whitecoat

27 When Mary-Lou and Nora Died Destroyed the Phoenix Stone

I was so sad. When mary-lou is casting the spell and nora too is siphoning it reading the poem.

28 When John Gilbert Died

John sacrifices himself for Elena.

29 When Stefan Phoned Elena 3x1
30 Remembering Bonnie. 5x4

I cried so much. It is so sad

31 When Joe Died

I cried to heartbreaking

32 When Elena & Damon Slept Together While Stefan Was Leaving His House 4x7
33 When Silas Drowned Stefan in the Box

So sad that no one noticed he was gone for months

34 When Caroline Phoned Stefan. 8x16

This for my friend and I was one of the most sad moments in this episode. When Caroline phones Stefan and tells him how much she loves him and that she understands that he sacrificed himself for his brother, right before he dies. Currently crying while writing this.

35 When Tyler killed Liv

I cried so hard because Liv told Tyler that if he killed her he would trigger the werewolf cure and heal. it was so heart breaking

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List Stats

400 votes
37 listings
3 years, 174 days old

Top Remixes

1. When Stefan and Elena broke up, for real. 2x06
2. Elena's Slumber Goodbyes. 6x22
3. When Caroline's Dad Died. 3x13


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