Quoted from CrazyLevi:

I haven't played a huge amount of woodrails. I've owned maybe 10 over the years, and played a few here and there at shows.
Some aren't really playable. I had a super nice Sittin' Pretty, which is a great looking game but not much fun to play. Rototarget isn't much fun and takes up way too much real estate, and it's very difficult to get the ball back to the top of the playfield where all the points are.
I've found lots of woodrails to be like that. Any woodrail with those bingo holes I imagine is a total drag to play.
Had a Williams 1951 Jalopy (same as Hayburners) and while it could be fun trying to zero in on a car to finish the race, it was by most standards pretty awful to play.
The best playing ones I can recommend are World Beauties and Wonderland.
http://ipdb.org/search.pl?any=world+beauties&sortby=name&search=Search+Database&searchtype=quick#2807
http://ipdb.org/showpic.pl?id=2805&picno=17581
http://ipdb.org/showpic.pl?id=2805&picno=17580&zoom=1
World Beauties has three gobble holes, but they aren't that tough to avoid. It's addicting trying to get the number/babe sequence, fun shooting up through and around the gobble holes and pop bumpers to pick off the upper playfield targets. The backglass rototarget is an interesting feature that changes the skill shots and awards at the bottom of the playfield, and the no outlanes, but multiple drain lanes makes for interesting nudges and helps make it a very playable game.
Art is excellent as well, and it's a fun theme to try to bag all the babes from around the world. That great stupendous Gottlieb Bell makes an unholy racket.
Wonderland is a fun game to play with similar characteristic of no outlanes and very powerful kickers. There's only one gobble hole, and getting the trap hole up top is lots of fun. Again amazing art on this Williams game - up there with the Gottlieb stuff in my opinion, though it's more fantasy and doesn't have the humor of the Gottlieb art (which isn't a bad thing).
As far as finding them good luck on the Wonderland there are very few around and even fewer nice ones and I have one of them.
World Beauties/ Queen of Diamonds (same game but not as cool art/theme in my opinion) are common and are in the cheaper range of woodrails so I'd highly recommend seeking one out if you are looking for a fun to play woodrail. They both seem to go for around the same price $500-1000.

Quoted from DirtFlipper:

I've gone through a couple Sittin' Pretty games (so far), and when rebuilt, it's a peppy game. It really helps to have the flippers working at their best (no slop in them, so don't lose power to the ball) and you can get the ball back up top, but need to thread it through the side of the pops.
Setting the posts either side of the roto target to the liberal setting (wider) helps get the number there, and the paddle/contact setting needs to be set sensitive so you can register the hit more easily. The roto unit needs a good rebuild so that it spins well too.
The hard part on Sittin' Pretty is getting the two upper side lanes to light the pop bumpers. Those are what really rack up the score.
Getting the sequences of clowns down is challenging, but not so bad. Just like on later games that used the concept (Flipper Cowboy, Cowpoke, Buckaroo, Spin Out), the key is getting the middle one (#4).
It's probably one of those things were playing one example of a title gives one impression, but playing another example of the same game creates a totally different impression. Woodrails are hard to find, and even harder to find in nice shape and playing well. A basic shop job just won't cut it on a woodrail; they need a lot more work to bring them back to playing best. The parts fatigue is amazing when you start digging into them, and yet they still want to keep running (and will, but not so great).

Quoted from o-din:

This one looks nice.
ebay.com link » Gottlieb Spot A Card Pinball Machine

Quoted from DirtFlipper:

Patience... more woodrails will appear eventually.

Quoted from OTTOgd:

Don't have a great deal of experience playing woodrails and have only owned a few BUT I really like this one. Keeper.
Played 5 games on this good ol' pin. Simple rules, plays really well and even has a random ball-save between the flippers. The 5th ball lights up extra point features.
Really fun, physical game, especially the when you're nudging the ball between the angled lanes, trying to slow it down for the bonus kick-out hole. If successful, up it goes!
"All aboard! K. C. Jones ... highballing the play from Maine to Californ-i-ay ..."
» YouTube video