This is an issue even as an adult. I'm a PhD student, and I have no idea what to do about boarding arrangements when I go to other institutions or travel for conferences. I ended up sharing a bed with a friend of mine who's a girl when we traveled to a conference, and it felt simultaneously like "I don't care because she's my friend" and also like "no way would this have been suggested if the people around us saw me as a man."
It's tough...