Top 10 Saddest Vampire Diaries Moments

The Top Ten
1 Elena's Slumber Goodbyes. 6x22

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.

Elena is the best character on the show. I literally cannot stop crying every time I see this. How do you watch TVD without Elena?

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

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

I loved the and they were goals and the best couple on T.V.. End of discussion.

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

3 Aunt Jenna's Funeral. 2x21

My eyes were bawling out and I sobbed out loudly, she didn't deserve this to happen to her, and this is shown by how her heart remained pure even when she died. All the factors that lead up to death such as her relationship with Elena and Jeremy, not to mention John's monologue and the music in the background. This was the saddest moment pre-season four in my opinion.

Jenna's amazing. I hated Katherine when I saw that she selfishly allowed Jenna to die. Yet Katherine gets all the credit. People sympathize with her. It is so unreasonable.

4 When Caroline's Dad Died. 3x13

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

5 When Alaric Died. 3x20

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

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

I wish he didn't die he was Elena's last parental figure.

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.

7 When Damon Went to Alaric's Grave. 4x02

Damon and Ric's friendship is extraordinary. And when Ric died, I know that a part of Damon just died, too.

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

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. :'(

8 When Liz Forbes Died. 6x14 (Stay)

Liz Forbes (Caroline's mom) dies of glioblastoma in this episode.

When Caroline is a kid and asks her Mom if she is going to die.

Liz's death has me bawling every time. Beats everything else for me

9 When Stefan Died 8x16

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 all the things he did when his switch wasn't flipped, of all the things human Stefan did, and never once would I want him to change. He's perfect even with his flaws.

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

10 When Damon ''Died''. 5x22

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

It's like a part of everyone died! It's a promise from seasons past (season 3) broken! Died for his brother! Unbelievable!

This scene absolutely ruined me, saddest moment ever!

The Contenders
11 When Stefan Killed Enzo. 8x11

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.

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.

This was so sad I started to hate stefan but he was in his ripper phase so I couldn't blame him. I definitely cried.

12 When Damon Cries and Lets Go of His Brother 8x16

Damon doesn't seem to get emotional so when he did it was heartbreaking.

13 When Stefan Saw Lexi. 4x22

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

14 Elena Switched Her Humanity. 4x15

It broke my heart when Jeremy died. Seeing Elena so sad made me cry so much. And when Elena burnt down the house it was probably the saddest thing ever.

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

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

15 When Damon Let Elena Go, 5x22

Literally made me cry for hours, such an emotional scene.

16 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.

17 When Enzo Died. 8x11
18 When Klaus Had to Give Up on Caroline

He had never give up on her, he just let her realize her wishes for life and he decided to give her the choice to go to him when she is ready. He never gave up on her

19 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.

20 When Bonnie Dies 5x4

No matter how many times I watch this show, Bonnies death always has tears rolling down my cheeks. I don't know, this whole show makes me so emotional but Bonnies death brings the water works.

21 When Stefan is Reunited with Lexi in the after life 8x16
22 When Damon Confessed His Love for Elena but Had to Compel Her. 2x8

I feel for young isolated Damon. This kind sir deserved better, as well as what he went through with the Augustine alone. Katherine and elana both chose Stefan and as a 4th devorced single 48 year old gramdma I know how it feels to not be the one, you see.. my ex Albert was an optician and e claimed my eyes weren't pretty enough for his effection he told me this and left me after my first kid... clemon, and then my other ex husband bob left me for my mum when he got me pregnant with my son.. Johnathan. And then when my otherrr ex Timathy devorced me after we had our little girl wang He left me for my other daughter clemon who at the time was 19. So I know what it's like to never be the one

23 When Jeremy Died 4x14
24 When everyone sees the dead people they miss 8x16
25 When Nadia Petrova Dies
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