I guess there still could be some areas or people that would give you grief but I am betting most people would be cool with it! I've never checked in to a hotel when dressed, but when I would work out of town I would normally hang all my clothes neatly in the closet, line up my shoes, and set up any makeup I had in the bathroom. It was fun seeing all my cute clothes hanging up when I got back to the room after a long day of work. I would never go out dressed either, but I would paint my toes and underdress at work every chance I could!