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Bilbo is pretty unhappy throughout most of 'The Hobbit', so I don't know whether you'd say he was more unhappy in Lake-town than any other point. Tolkien mentions several times that Bilbo is hungry and tired and wants to be at home. He catches a cold whilst riding down the river from Mirkwood, so this might make him a little miserable, and I think he might also feel that the dwarves and the men of Lake-town were getting a bit carried away with all the old stories and forgetting that in fact the gold they want is guarded by a dragon, and they still have no way to get him out of the way.

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15y ago

What else can I help you with?