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Up The Hudson River ... From California

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I would appreciate information about the logistics of flying East (JFK?), taking a train to some village/town on the Hudson, renting a car and exploring the Woodstock, western MA area. I really wanted to avoid getting anywhere close to driving in the New York City area and thought that I could possibly get to Grand Central Station (how?), get a train (how?) and get off at beautiful area (where?) , stay at a lovely B&B or spa for a couple of days and then rent a car to leisurely explore the area ... two week total. I don't know this area at all and would really appreciate ideas and information.

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