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.
This park holds a special place in my heart because it has been like a backyard for me over the years. It is also named after the Secretary of State who negotiated the purchase of Alaska. There is even a Togo sculpture that reminds me of home. The bench strip doubles as a downtown runway.
Another Gramercy all-star, I really like this place, you need a reservation or early arrival, sitting in the bar is always fun and the food is amazing!