St. Regis Hotel ca. 1907

John Jacob Astor conceived of the St. Regis Hotel as a companion to the original Waldorf-Astoria Hotel. While the Waldorf-Astoria was successful, its neighborhood was waning in social value. Astor decided that he was going to build a hotel that would match the best of Europe in elegance and luxury. Buying land on East 55th Street and Fifth Avenue, Astor intended the St. Regis to be sited in the most elegant part of town. Astor hired the architecture firm Trowbridge and Livingston. The architects designed a Beaux-Arts 18 story hotel that would be one of the first of New York's skyscraper tower hotels. However, it was met with controversy from the moment construction began in 1901. The land Astor had bought was in the midst of rows of mansions owned by the Vanderbilts and other wealthy New Yorkers. The St. Regis would tower over their homes and make their chic neighborhood into a new hub. The St. Regis' neighbors used their influence to delay as much as possible. First, the Board of Buildings discovered that the hotel wasn't fireproofed properly, which put a halt to construction. Next, the neighbors sued due to the blasting necessary for the hotel's foundations, however, the courts ruled against them. Finally, the neighbors found that the St. Regis violated a New York liquor statute due to its proximity to St. Thomas. The statute made it illegal to obtain a liquor license if you were within 200 feet of a church. The St. Regis was able to prevail in court by maintaining that their front entrance was far away enough not to violate the statue. The St. Regis was completed and opened on September 4th, 1904. Some estimates claim it cost a (staggering for the time) 5.5 million dollars. The rooms were fully modern with everything from telephones to heat to electric lighting.

However, the fight was still not over. The liquor law also demanded the St. Regis needed permission from two-thirds of their neighbors in order to approve the liquor license. In 1904, William Rockefeller quickly bought a neighboring mansion in order to use it to revoke the St. Regis's license. However, J.J. Astor immediately bought another to support it. Stories in the newspaper were placed to smear the hotel's reputation, but high profile visits from the Roosevelts and the Japanese Imperial family helped bolster it. Finally, friends of J.J. Astor's in the New York Senate pushed through an amendment to the liquor law that exempted hotels with more than 200 rooms.

The new law left the St. Regis and J.J Astor victorious. However, Astor was not to enjoy the St. Regis's success for long, dying in 1912 aboard the Titanic. His son Vincent would sell the St. Regis to the Duke's Durham Realty company, who expanded it by adding another wing. However, during the great depression, Vincent bought it back for a song and invested money into bringing it back to its former glory (including installing the Old King Cole Mural from the Knickerbocker Hotel.) Since then it has been restored and remodeled a number of times. In 1988, it was closed for three years as Sheraton did a full restoration. Similarly, Starwood would renovate the hotel again in 2014.