Stretching from the east river to the hudson river and cutting through the heart of manhattan 42nd street features major monuments of american 20th century architecture your tour starts in times square where your guide will give you a history of manhattan and the evolution of the skyscraper well see 1 times square the ball that drops for millions of revelers on new years eve three buildings over 1000 feet tall are on 42nd st and youll see them all in addition to the new times buildi