Well we host meets alot (Or at least I do) MilesFox is another cat whom you are always welcome to his house. He's on the East side of Milwaukee (Close to River West area)
I'm out in Waukesha and am always all over Waterford, Big bend, Muskego ect..
As for finding a GL wagon with D/R in WI that isn't rotted to hell, good luck. I have seen a few pop up from time to time on Craigs list, but not often.
Also, on the 19th at Subaru City on 27th st in Milwaukee they are hosting a big Subaru meet. They start at 9am on Saturday (19th) so maybe we'll see you there
-Tom