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Vermont - 3 night itinerary HELP from Boston

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Plans to leave Boston for a 3 night round trip to Vermont last week in September. Thursday thru Sunday, leaving late Sunday from Logan. Know it's a bit early for foliage but what would be my best bet.
Looking for best scenic route, don't have anything planned other than at least staying first night in Woodstock (reservations made but can change). How far north do you recommend me going? Any suggestions on places to stay? Greatly appreciate your advice. Don't mind longer drive if worth it.

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