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Where to stay along the coast???

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Hi Everyone:
Our first stop will be in Greenwich, Connecticut. From there, we will head east and north along the coast through Rhode Island, Mass, New Hampshire, and as far north as Rockland/Rockport, Maine. Any ideas on how far we should travel between cites/states/hotels? We're looking for the best places to overnight. We pretty much will be winging this trip.
Thanks!
P.S. We like to eat and shop.

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