The 1881 United States Senate special election in New York was held from May 31 to July 22, 1881, by the New York State Legislature to elect two U.S. Senators (Class 1 and Class 3) to represent the State of New York in the United States Senate.
The Republican boss, and leader of the Stalwart faction, Roscoe Conkling had been elected to a third term (Class 3) in January 1879. Thomas C. Platt had been elected on Conkling's advice in January 1881 and had just taken his seat (Class 1) on March 4.
On May 16, 1881, both U.S. Senators from New York resigned in protest against the distribution of federal patronage in New York by President James A. Garfield, a Half-Breed, without being consulted. The confrontation between the Stalwart and the Half-Breed (in the press now usually referred to as the "Administration men") factions of the Republican Party arose when the leader of the New Yorker Half-Breeds, President pro tempore of the State Senate William H. Robertson, was appointed Collector of the Port of New York, the highest paying federal office in New York. Conkling preferred that Collector Edwin Merritt continue on the post until his term would expire in 1882, and then give it to one of his Stalwart friends, but Garfield was set on showing his gratitude to Robertson who had been instrumental in Garfield's nomination at the 1880 Republican National Convention. On March 28, Conkling, Platt, Vice President Chester A. Arthur and Postmaster General Thomas L. James sent a letter to Garfield urging him to withdraw the nomination. Garfield resented this intrusion and did not budge. Conkling and Platt took exception to the fact that Robertson and the New York delegates to the National Convention had been pledged by the State Convention to vote for the nomination of former President Ulysses S. Grant, but had broken his pledge and orchestrated the nomination of another candidate.