One thing, the U.S is not like England at all in terms of traveling. Me and my friend went from London, Portsmouth, The Lake District, Edinburgh, Liverpool, Scarborough and York all by train. You could not do something like that here. Driving is almost a necessity.

Vermont, New Hampshire, Maine and Upstate NY are all incredible places I would recommend visiting but you really need to be able to drive there. But if you can’t drive I would recommend NYC and Boston both would be very easy to get around without a car, Newport may work too.

The CT coast is a good place to visit but you would have a very hard time getting around.

Also for nightlife it would have to be NYC or Boston