
There is nowhere like New York at the holidays. From the tree at Rockefeller Center to the shop windows on Fifth Avenue, the whole city turns into something out of a movie. And you do not have to travel on Christmas Day to feel it, from Thanksgiving through early December, the magic is everywhere.
If it is your first trip, the classics feel extra festive now: Times Square, Fifth Avenue (perfect for the windows and the shopping), Bryant Park, and the view from Top of the Rock. Do them once, then slip into the smaller neighborhoods for the New York only locals know.
Cold weather makes New York’s food even better. Wander SoHo and Little Italy for a gastronomic adventure, and pick your level, a classic like Peter Luger or Katz’s Delicatessen, or a Michelin-starred dinner to warm up the night.
The timing no one warns you about. The tables people dream of open exactly 30 days ahead and can vanish within minutes, and the hotels near the tree and the windows sell their best rooms for late November through New Year first, often months out and at holiday rates. Miss those windows and you are left with a longer commute and a shorter list. Booking the stay, the reservations, and the show tickets in the right order and at the right moment is exactly what I do for you.
The holidays are New York’s busiest, most magical stretch, which means the hotels, the shows like Radio City, and the best tables book up fast. I lock in the right stay, the reservations, and a route that captures the magic without the chaos. Coming another time of year? See New York in summer and New York in fall.
A local’s picks for hotels, Old San Juan food and bars, El Yunque, and the islands.
Read the guide →Parrandas, coquito, Three Kings Day, and the island’s months-long Christmas.
Read the guide →Region by region, from Casa de Campo to Punta Cana, Las Terrenas, and Santo Domingo.
Read the guide →