I'm in southern IN too (Evansville) and I hate to say but there are no "good" pool halls nearby. Your best bet will be to look at Louisville or Nashville. Both have nice rooms. Indy has a few good rooms too, but I don't care for the town that much.
I moved here from Atlanta, and I can assure you that if you want to go to some epic pool rooms, that is the place. Cue 2's comes to mind, and Archer has a place (maybe he's just the house pro, don't know) in Marietta Ga.
Good luck on your hunt! Sounds like your guy scores a good girl if your wanting to follow him around to cool pool halls! Got a sister? Lol