Small towns can be very tricky; everyone knows everyone and you have to show ID to get a room.  You never know if that desk clerk knows someone who knows you and will spread the word.

If she gets a room a ways from town, and you can sneak in under cover of dark, then maybe.

there some available closer but the risk of being discovered is too high.  Better to go out of town to her location.   Occasionally a Lady has a location in between which I am sure to take advantage of but otherwise I go to them.
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The chances of you getting made are a lot smaller. I live in a small city, but drive to a nearby major city when I hobby in the homeland.

Have her travel to you. I'll make a drive like that for a multi-hour appointment. (If you're totally new, I'd get my toes wet before booking a multi-hour though.)