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Vermont /Maine itinerary

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We will be taking a 7-8 day road trip to see quintessential Vermont and Maine. We will begin in Yorktown VA and spend the night in Pennsylvania or New Jersey--any suggestions? From there, I need suggestions for towns in which to stay. We would like to stay at at least one lodge style place, perhaps on a river. We like to find good roadfood, visit literary and historical landmarks and do a bit of shopping. Because we have never been to this area we'd really like to get a feel for the area.
Returning to Virginia, we'd like to stay somewhere different than we did on the way up. Any suggestions?

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