Check the pinball map whenever you travel. The more pins you can play, the better.
Take a weekend trip and check out http://www.pinballpa.com/
Pinball Arcade for the PC, consoles, phones, and tablets is another way to get exposed to a lot of pins.
The 90s pins are something relatively easy to start with, fun to play, not too old repair, and many parts are available. I started with a Fish Tales.