Millerton, called one of the "10 coolest towns in America" by Arthur Frommer''s Budget Travel, is just two hours north of New York City by car or train, nestled in a perfect location in the foothills of the Taconic Mountains surrounded by Columbia County, New York; the Berkshires of Massachusetts, and the hills of Litchfield County, Connecticut.rnrnrnMillerton, a village within the Town of North East, has maintained it wonderful small-town feel. The Harlem Valley Rail Trail is a center point for the village, 15 paved miles of former railbed that cut through stunning, rural Dutchess County landscapes you can see on foot or bike.