It’s a great idea to try to bring this area together. Seems like there are some good folks up there, but just an unusually spread out area with the issue of the Hudson dividing those communities and limiting transportation to bridges.
My sister has a summer spot in Rhinebeck and I’ve been up there a few times and I really love that Hudson Valley area the little I get out to explore. Usually I’m just swimming with my nieces 
If I get up there again, I’ll have to check in and see about shows and whatnot.