Bilbo Baggins/Relationships

Twilight Sparkle
Bilbo met the young alicorn princess when she healed him with her magic as his wound disappears. He gets along well for her due to the love of books and adventures. He initially protests Twilight Sparkle's friendship with a witch and a ghost. However, unlike the others he reaches a mutual understanding to hers and helps her with her cause in bringing the rivalry between witches and ghosts to a close, remembering the fact that Thorin felt a hatred for Elves. They have been taught by a very powerful entity. Bilbo was taught by Gandalf while Twilight was taught magic by Princess Celestia.

Secretly, she loves dragons and later discovers this, along with Astrid that Bilbo and Hiccup are friends with dragons (but Thorin hates dragons)

Thorin Oakenshield
Thorin is Bilbo's best friend. Thorin is sometimes overprotective of Bilbo at first in the first Hobbit series and later forgive each other.

However, despite being best friends, they are at odds several times. One, it is noticeable in Casper Meets Wendy when Bilbo and Thorin get into a fight because Bilbo is friends with a ghost and a witch. They fight again in How to Train Your Dragon when Thorin figures out that he is friends with a dragon and ends their friendship. However, he realizes his mistake and gives Bilbo a hug for treating him harshly and should never have doubted Bilbo's friendships with Hiccup and Toothless.

Ghostly Trio
Bilbo finds the Ghostly trio rather annoying and seems terrified of them at first because they are ghosts. However, when they attempt to scare Bilbo, he says he faced goblins and trolls worse then them. The trio is surprised to know that Bilbo isn't scared of them. Later, they help Twilight, the aunts and Thorin into saving Bilbo, Casper and Wendy from the Mystic Abyss.