How did Gandalf plan the arrival at beorn's house?

Answer 1

First he and Bilbo went to beorn's house

He told the other dwarfs to come in pairs every five minutes, or when he whistled

He planned it this way so that Beorn would become interested in Gandalf's story, (of how they fought the great goblin). The constant interruption of more dwarfs arriving made Beorn more interested. As Gandalf hinted at there were more of them then he told Beorn at first. E.g, telling Beorn there were 8 of them but saying that all 13 of their ponies ran off.

Beorn caught on to the missing dwarfs and made him interested in their quest

Gandalf did this so that they, as a company, did not look as much like beggars, and hoped they would receive more help and a better reception this way

It worked better than planned, as Beorn became their Ally

Answer 2

Gandalf is worried that Beorn won't welcome such a large group of dwarves into his home, so he has them come to the front door one after another with a short time separating them. Beorn is still displeased to be hosting so many guests, but not having the idea sprung on him all at once seems to make him more accommodating.

Answer 3

He tells Beorn the grand tale of their adventures so far, and Beorn is so enthralled by the story that he readily agrees to take in the dwarves.

Answer 4

By telling him a very excellent story, with interruptions in between to build the suspense!

Answer 5

He distracted the full number by telling an interesting story. Beorn found it very interesting and was delighted to find out that it was true.