I was thinking about Kenosha, we could circumvent the CG rules by setting up the station near the overnight parking at the trail-head (out of the CG hosts jurisdiction). I checked out Cold Springs on Google Earth and it looks like if we got sites on the end of the big loop, we could move the station up into the woods for a stealthy set up. Either way, at night, we could switch to Batt and go QRP using digi or CW to minimize noise and conserve power.
I wouldn't worry about the beam, I was able to work both coasts and Canada with a crappy G5RV and 100w last year. I thinking with a 135' flat top or a couple of resonate dipoles we can cover the country.