The Plaza is one of New York City’s most iconic buildings. Since its opening, it has represented the height of hotel luxury and elegance. It quickly became home to the elite, as it's been said: “Nothing unimportant ever happens at the Plaza.”

The Metropolitan Club is known as the "Millionaires' Club." J.P. Morgan founded the club after some friends were denied membership to the Union Club.

This structure was originally constructed as a carriage house for Abigail Adams and her husband William Stephens Smith. In 1820, the building and the surrounding land became the Mount Vernon Hotel, a day hotel catering to the rising middle class looking to escape the chaos of the city (which at this point only extended to 14th Street). After a period as a private residence again, in 1924 the Colonial Dames of New York purchased the home and converted it into a museum.

The Park Avenue Armory was built in 1880 in the Gothic Revival style and was originally the headquarters and administrative building of the Seventh Regiment, whose membership included a large number of the city’s social elite. Known for its lavish and ornamental interiors, today the massive stricture houses a non-profit cultural institution dedicated to presenting unconventional and avant-garde works.

Temple Emanu-El is one of the largest synagogues in the world and is home to the first Reform Jewish congregation in New York

Completed in 1914, this mansion was home to industrialist and art patron Henry Frick. It was designed by the renowned architect Thomas Hastings, who built the three-story mansion in the Beaux-Arts style. After Frick's death in 1919, he willed the house and all its contents, as a museum, to the public. The museum opened in 1935.

The modernist Breuer Building (named for it architect, Marcel Breuer) has the look of an inverted ziggurat. Once the third location of the Whitney Museum, today it is the Met Breuer.

St. Jean Baptiste is one of the only Catholic churches in the city designed with a dome. Its current structure was completed in 1913.

This congregation dated to 1851. The plans for this church building originally included a pair of towers that would rise 210 feet above the street. Alas, that feature was abandoned early in the process.

The Metropolitan Museum of Art was founded in 1870 by a group of American businessmen with the intention of creating a museum on par with those in Europe. They wished to introduce art and art education to the American public. By the 20th century, the museum had become one of the world's greatest art centers, housing one of the largest collections of European, American, and Egyptian art.

German for "new gallery," this museum houses 20th century German and Austrian art. It is famous for its collection of Gustav Klimt paintings.

The Guggenheim Museum, originally called the Museum of Non-Objective Art, was founded by Solomon R. Guggenheim in 1937. In 1943 the famed architect Frank Lloyd Wright was commissioned to design a permanent museum building. Wright made over 700 sketches while working through the design. Opened in 1959, it is an icon of New York architecture.

The Andrew Carnegie Mansion was built in 1902 for Andrew Carnegie and his family, and is one of the largest single family homes in all of New York City. The mansion extends two full block fronts, has 64 rooms and over 30,000 square feet of garden space. It was buillt in the style of an english georgian country house and featurs many engineering and technological innovations, including being one of the first homes to have a steel frame. In 1976 the mansion was donated to the Smithsonian and is now the home of the Cooper Hewitt, Smithsonian Design Musem.

Housed in the Felix M. Warburg House, this is the first Jewish Museum in the United States and the oldest existing Jewish Museum in the world.