Continuity mistake: Giuseppe Salvatore wasn't buried at the family crypt because it hadn't been built yet. But Lily Salvatore was buried at the crypt despite dying before Giuseppe.
Suggested correction: She faked her death.
Continuity mistake: The sign by Mystic Falls cemetery says it was established in 1792, but later episodes state the town was built in the 1860s.
The Night of the Comet - S1-E2
Continuity mistake: In the scene where Vicki wakes up from her nightmare her bandage on her neck is on the right, but then in the scene where she's at the Grill it's on the left side.
Continuity mistake: In the previous episode when Damon and Caroline sleep together Caroline's bra is dark pink, in this one when she wakes up her bra is blue.
Character mistake: Steffan addresses his brother, Daemon, as "Steffan" at The Grill after Ellina talks to Steffan about the crystal that plagues Bonnie with nightmares about Emily. (00:15:06)
Suggested correction: You missed the point of the scene. They were imitating each other. Stefan was pretending to speak as Damon. Damon replies with "I don't, Damon" and then "you're really hard to imitate".
Other mistake: When Elena is taken, Bonnie asks Jeremy for help. She says she needs his blood to cast a location spell to find Elena. But it doesn't make sense. Earlier it was revealed that Elena is adopted, so she and Jeremy don't share the same bloodline and cast could not work well.
Suggested correction: Elena was adopted by her uncle. Grayson Gilbert (her adoptive father) is John Gilbert's (her biological father) brother. Jeremy (Grayson's son) is actually her cousin, and related by blood.
The Return - S2-E1
Continuity mistake: Elena's house address is different. In season 1 episode 1 Elena's house number was 935. In this episode Elena tells the ambulance that her address is 2104 Floyd Street. (00:39:30)
Continuity mistake: When Caroline is talking to Stefan at the party, her eyes are made up very dark. In the next scene, where she talks to Matt and Amy, her eye make-up is a lot lighter.
Masquerade - S2-E7
Plot hole: Why did Stefan and Damon suddenly decide to abandon their plans to kill Katherine when the spell linking her to Elena were broken? When only moments earlier, Damon said "The second the spell is lifted, I'm gonna drive a stake right through your heart." So that begs the question why did he never follow through? Why instead place her in the spelled tomb that you know can be dispelled? It makes absolutely no sense when you think about it.
Factual error: During the flash back of 1912, one of the characters pulls an American note out for Damon, and it had the date 2016 or 2010 on. (00:13:00)
Suggested correction: That's not the date. The blue number is basically the serial number, not the date. The series date would be in too fine of print to see in the shot of the bill.
Plot hole: Bonnie is the anchor for the other side and feels when supernatural beings die. How come she didn't know Katherine wasn't dead? Did she never think it was suspicious that she never felt Katherine's body after she died?
Suggested correction: Katherine died but didn't go to the other side. So she didn't need to go through Bonnie. She went to hell to Arcadius. Bonnie is not the anchor to hell, we don't know how going to hell works.
After everyone finally realises that Elena had been possessed by her Doppelgänger Predecessor, It is actually shown that Katherine were more or less dragged away from Bonnie before she could crossover to the Otherside. So we do have some idea as to how one ends up in Hell.
Suggested correction: Katherine was a human technically when she died.
Technically, she was supernatural because she was a doppelganger, so she should've gone through Bonnie.
And even she was a traveller.