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Pit Stops Thru New York State, NH,Mass and Conn.

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Late August, my wife and I plan to visit a friend on Long Island, NY. We plan on taking a slow trip -starting at Kingston on Canada side down Route 81 along 3 to Tupper Lake,NY over to NH route 89 down follow 91 to BridgePort,Conn. and finally Ferry over to Long Island. Can you suggest any Pit Stops ( dining spots, points of interest, nice towns, hotels/motels for overnite stay ) along the way . Looking for any suggests which will make the trip more enjoyable. Thanks

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