Well......from Michaela's first post, it is unlikly we will stay at a hotel. We still can meet up though and maybe even be teleported to the same place.
Mua ha ha ha, Muahahaha, MUAHAHAHAHA. Yes it will.
now to answer your questions
1--Yes, he will stay at the Hotel
2--If your character invites him, or they happen to run into each other, ya.