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New England Road Trip in October

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I know this is late planning, but wonder if anyone can help with 12 day itinerary to New England (New Hampshire, Vermont, Canaan, Ct.). Will be staying in Canaan Ct. for 2 or 3 nights visiting friends. No kids, enjoy hiking, relaxed dining, antiquing. Possibilities include flying into Montreal, stay for a couple of nights, drive to Stowe, Vt., but then I'm uncertain where to go from there. I appreciate all suggestions.

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