I won ears yesterday in a guest room. From what I understand, is that the hosts are moving around all of the time. They go into random rooms and give everyone that is already in that room a prize. If you are not in that room when they come in, you will likely not be able to get in as they usually lock the room when they enter.
If they are looking for a specific outfit, they are looking for someone to award the room to. They have chosen outfits or rooms or whatever it may be, randomly, and then find someone who matches what they are looking for to give them the room.