There and Back Again

[Galadriel55]

Originally Posted by Leaf

As it turns out later, Bilbo and his actions are from the uttermost importance for the history of the whole world and everyone in it.

That is true, but in Gandalf's defense, only a small part is played in great deeds by any hero.

ETA: Reflecting upon an earlier point, I feel that upon his return to the Shire, sure, Bilbo probably felt offended and somewhat betrayed that his things were being put on sale. However, after sorting out that initial mess, I feel like he just had a feeling of good-natured amusement towards the Shire. He still loves it, he's just outgrown it.