The oldest still-operating restaurant in New York City, still in the family of the original founders. At Christmastime, it's decorated to the nines. Go with a big group: portions are large and the wine flows liberally. Look for the little buttons on the walls: in the old days, the mafia would hang out in the back room, and if diners saw the cops come in, they'd press the buttons so the mafia guys could run out the back.
Daytime café, nighttime bar. Nothing stronger than 30-proof. Delicious beer and really good wine. Kind people run & staff the place. The garden in the Summer is perfect. I make near-daily visits.
Local fashion (men/unisex) with beautiful signature varsity jackets. Also exhibits interesting artists in the same space. They say they want to tell the story of style throughout American history and to emphasize the power of presentation and they do this extremely well.