Takes a lot of time to plan these things... Here's what I got so far on the route.
http://www.google.com/maps/ms?ie=UTF...54001&t=h&z=11
I'm going to drive it within the next week to finalize it. Any opinions? There's Winery half way through the second leg of the route.
http://www.chateauobrien.com/ We can stop there for an hour or we can just continue on the backroads all the way until we arrive back at Middleburg. I don't know how many of you would be interested in Wine tasting.