Holbrook is only 54 miles from Manhattan.
I stayed in Manhattan for a week. If you haven't been, spend the bulk of your time there. Save yourself the trouble of planning and buy a
CityPass which includes these places:
Empire State Building Observatory
American Museum of Natural History
The Metropolitan Museum of Art
The Museum of Modern Art
Top of the Rock or Guggenheim Museum
Statue of Liberty & Ellis Island
The other boroughs offer a more authentic NY experience, but they don't have the variety or safety in numbers Manhattan has. Dark or not, Manhattan is always awake and happening.