Question 1: The page with the most complete information should be used. In the case mentioned above, New York, New York would be best...however, there is no RULE to support that.
Question 2: The idea is to present the words in the form that would be most recognizable to a reader whenever possible (UEB 5.9.1). This specific situation is not addressed in either the UEB codebook or Braille Formats other than in broad terms. Based on 5.9.1, it would be best to use the appropriate contractions.