My second-favorite outdoor-place in Manhattan. The abandoned 1.6 km rail tracks running above Chelsea down to the Meatpacking district were turned into an above-ground park. Perfectly nice place for sitting in the sun, reading, relaxing, having lunch in some green spot in the city. Nice views at the Hudson River, New Jersey, the Statue of Liberty (little small from there but still visible) and the architecture around Chelsea.
I love that there's a museum dedicated to American art, founded at a time when American artists were underappreciated. The exhibitions are curated with a broad but discerning eye, and the architecture is spectacular. In my experience it's typically much quieter than the obvious choices like the Met and the MoMA - although both are remarkable, there's something I love about the scale and style of the Whitney.
Nothing is more quintessentially New York than a diner. This eatery not only serves excellent, traditional diner fare, but does so in an eclectic environment that mixes Baroque decadence with Midtown grit.
Cobble Hill Cinemas is a cozy little neighborhood theatre. It has all the charm Brooklyn has to offer, screening new releases as well as selected independent films.