Architect: Cass Gilbert Completed: 1913 Frank W. Woolworth, the five-and-dime store king, commissioned architect Cass Gilbert to design a Gothic-style skyscraper on a full-block front on Broadway between Park Place and Barclay Street.

Architect: John McComb, Jr. and Joseph Francois Mangin Completed: 1811 Architect John McComb, who had designed Castle Clinton in Battery Park, joined forces with Joseph Francois Mangin, an emigré architect from France, to win the competition to design a new home for the city government.

Architect: John McComb, Jr. and Joseph Francois Mangin Completed: 1811 City Hall Park has recently undergone extensive remodeling which created an open space with a nineteenth-century character.

Architect: George B. Post; Addition: Robert Maynicke Completed: 1889; Addition, 1905 The New York Times had its headquarters in this building until 1904 when it moved to Longacre Square, later named Times Square. Park Row was also known as Newspaper Row, as it was at the center of the city's highly competitive newspaper industry throughout the nineteenth century.

Architect: N.G. Starkweather Completed: 1886 This iron-framed, brick building is a riot of robust clay capitals and classical details. The richly ornamented facade is anchored by dramatic eight-story vertical piers in brick with enormous terra-cotta capitals, and the colossal eleven-story embedded column that seem to hinge the corner of Nassau Street and Beekman Place.

Architect: R.H. Robertson Completed: 1899 The 30-story Park Row Building was the tallest office building in the world from the time of its completion until the completion of the Singer Building in 1908.

Architect: R.H. Robertson Completed: 1895 This office block was built as a speculative venture by the American Tract Society. Revenue from this investment would fund the charitable works of the Society which published and sold inexpensive Bible editions to Foreign Missionary Societies and newly arrived immigrants.

Located on Park Row – where the access ramps to the Brooklyn Bridge are now located – the New York World Building, the Tribune Building, and the extant New York Times Building formed a triumvirate of high-rise headquarters for major news organizations. These prime sites on Park Row, across from City Hall, placed these organizations at the center of political New York. One of the first high-rise elevator buildings was Richard Morris Hunt's 1874 Tribune Building, a brick and masonry structure topped by a distinctive clock-tower and spire. Its height was increased several stories in later additions.

Completed in 1890, the World Building, (also known as the Pulitzer Building) was commissioned by editor Joseph Pulitzer as a headquarters for his paper the New York World. Designed by the prolific skyscraper architect George B. Post, it was the first building in New York to surpass in height the 284- foot spire of Trinity Church. The World and Tribune buildings were demolished in 1955 for the expanded automobile entrance to the Brooklyn Bridge.

Architect: William M. Kendall of McKim, Mead & White Completed: 1914 The consolidation of the five boroughs into Greater New York in 1898 created the need for an impressive and suitably-sized headquarters for the city government. Between 1907 and 1908 the city sponsored an architectural competition for a large office building to consolidate various agencies. Urged by Mayor McClelland to enter, the firm of McKim, Mead & White won with a proposal for a classically detailed skyscraper. Designed by a partner William Mitchell Kendall (1856- 1941\), the U-shaped structure was adroitly placed on an irregular site adjacent to the ramps of the Brooklyn Bridge and crisscrossed underground by transit connections.

Architect: John R. Thomas, and Horgan & Slattery Completed: 1907 Across Chambers Street from City Hall Park is the 10-story granite Hall of Records. The richly sculpted exterior of this city government building is an example of "Beaux-Arts Classicism," a name derived from the Ecole des Beaux-Arts in Paris where many American architects pursued an elite education.

Architect: Cass Gilbert Completed: 1900 Cass Gilbert's first building in New York was this boldly designed tower. Gilbert's design juxtaposes the grandly ornamented pink granite clad base with the plain red and blue brick clad shaft. The tower culminates in a highly ornamented colonnade, attic story and projecting cornice. At the time, this design was hailed by architectural critic Montgomery Schuyler as "the last word" in the period’s dominant skyscraper style, which looked to the classical three-part column for inspiration. The building also features the first large scale use of polychrome terra-cotta architectural ornament in New York, a material that Gilbert would use extensively in later buildings.

Architect: Cass Gilbert (Completed by Cass Gilbert Jr.) Completed: 1936 Cass Gilbert's final work, the United States Courthouse was completed by his son two years after his death in 1934. It is arguably the last classically themed skyscraper built in New York, which Gilbert used to reflect the building’s function as a public federal building. While the thirty-eight story, 590 foot tall tower lacks the rich ornamentation of earlier work, such as the Woolworth Building, or 90 West Street, its pared-down decoration seems more appropriate for a court of law.