I consider myself a wood rail fan but really have limited experience. So many are beautiful. That's the easy part, but it's hard to get time on many of them to base any judgement on gameplay. As Dirt mentioned rather than hunt for titles my considerations have been limited to what has became available.
I was fortunate enough to pick up a 1951 Globe Trotter a couple years ago. From a distance it doesn't appear to have the most compelling art package but once you get up close it has some very charming detail. I really enjoy the gameplay. It has four flippers, two regular and two reversed. You wouldn't think an early game could have great flow but this one does. It has a lot going on with many ways to earn a special. Lots of ways to win, but all challenging, keeps it interesting. A very fun old timer that I still like to play weekly.