We could also always ride up to Mt Equinox on Sunday as we head homewards. Bear in mind that a lot of people probably won't be arriving till Friday afternoon (myself included).
And we should put together a variety of different rides for Saturday so people have a choice of scenery and riding styles. The cruiser guys probably wouldn't be as interested in the gaps and Tracy Road as we are.
I just Google Mapped out a route to see how long it would be -- Bennington up to Poultney on Rt 7, west to Whitehall on NY 18, north on NY 22 just past Ticonderoga, NY 7 up to Moriah Center, Tracy Road, Ensign Pond Road, over the bridge and 17 over the App Gap, Rt 100 south to Hancock, 125 to Middlebury, 7 south to Brandon, 73 west to Rochester, 100 south to 4, 4 west to Rutland, 7 & 103 south to East Wallingford, 140 west to Poultney, and 30 & 7 back down to Bennington. 370 miles. That might be a bit much, especially for the people who'll just have pulled multiple 500+ mile days riding in. But it would be a hell of a nice ride if the weather's good!
--mark