About the NeighborhoodNo New York neighborhood emanates elegance like the Upper East Side. This is, after all, where Holly Golightly came after breakfast, where Frank Lloyd Wright built his Manhattan opus, and where lunching ladies trip between fancy dining rooms and Madison Avenue stores. A hive of prep schools, museums and shops (plus plastic surgeons aplenty), its streets have buzzed with deals made and socialite scandals since Edith Wharton’s era at least. And it’s still prime for people watching, whether you’re peering over frozen hot chocolates at Serendipity or sitting under oak trees in Central Park.
"Whenever I walk along Madison Avenue, I think of fine clothes and gaiety and the ability to have both at once."
Holly Golightly entertained at 169 East 71st Street.
The star of many rom-coms set in Central Park.
Art looks even better between the Guggenheim’s curved walls.
There’s little lovelier than Park Avenue in bloom.
A one-stop for kiddie gifts: FAO Schwarz.
250,000 people ride the Central Park carousel each year.
Just try passing Sant Ambroeus without stopping in for a treat.
Gossip Girl lives on in the Upper East Side’s private schools.
Not unlike the one in Monopoly.
Equally touristy and delicious: Serendipity’s frozen hot chocolate.