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Keep the route twisty!
There's lots of ground north of 302 we don't spend much time on. Whitefield would be a good launching point for an extended trip. If I could make it, I wouldn't mind looping through the Dixville area from there. Maybe lunch at the Balsams?
A day trip up the west side of NH to the Franconia area could work well. Possible breakfast at Polly's, etc.
If we go the Berkshires route we could modify what Vangman is trying to put together and traverse MA west to east on scenic roads with dinner in Boston for those brave enough to drive into town.
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