I travel a lot for work and find myself in a different city about once a month.
I'll go to the pinmap and find the city I'm in a look for the places with the most pins.
Unless there is not much listed with multiple pins, I generally skip over places with one or two pins.

It normally boils down to one or two places that look the most interesting to me, then I get in an Uber and go check them out.
Sometimes I even checkout a couple places in one night.

Things that are important to me (in no specific order).
1) Pins that I don't own, rarely get to play or have never played.
2) Good condition machines that are well maintained (nothing worse than showing up to find broken pins that are in a horrible state of disrepair).
3) A good variety of different titles. Mainly stuff ca.1980s-modern. I'll play earlier stuff, but it doesn't interest me as much.