The Fraunces Tavern, built in 1719 as a mansion for the family of Stephen De Lancey, was opened as the Queen’s Head Tavern in 1762. It was a meeting place for Loyalists during the British occupation of New York. Later, the Fraunces Tavern — named for its owner and proprietor, Samuel Fraunces, who may have been a spy for the Continental Army during the British occupation — hosted General George Washington’s farewell meeting with his officers.

Built in 1765 by British military officer Roger Morris, the Morris-Jumel Mansion is the oldest house in Manhattan. In 1810, the French merchant Stephen Jumel purchased the home, adding a Federal style entrance. Following Jumel’s death, his wife Eliza remarried to Vice President Aaron Burr, in a ceremony held in the front parlor.

The New York City Marble Cemetery (not to be confused with the NY Marble Cemetery around the corner) is a burial ground established in 1831. It was the second non-sectarian cemetery in the city (the first was its similarly named neighbor). All of the burials are contained within underground vaults made of marble. Former President James Monroe died in New York on July 4, 1831 and was buried in the family vault of his son-in-law in the New York City Marble Cemetery before later being moved to Virginia in 1858.

This 1865 photograph shows President Lincoln's funeral procession along Broadway. It's likely that the photograph also includes future president Teddy Roosevelt as a child, whose grandfather Cornelius van Schaack Roosevelt owned the large house on the corner.

President Grant and his wife Julia are buried in this memorial and mausoleum, the largest in the United States. Designed by John Duncan, who was awarded the commission after a series of design competitions, the massive granite and marble structure was completed in 1897 after more than six years of slow construction.

The Prison Ship Martyrs' Monument is a memorial to the more than 11,500 American prisoners of war who died while detained aboard sixteen British prison ships during the American Revolutionary War. In 1908, President Taft travelled to the park to dedicate the memorial in front of a crowd of 15,000.

This brownstone on East 20th Street was built in 1848 and purchased by Theodore Roosevelt's grandfather, Cornelius Van Schaack Roosevelt, in 1850. He would go on to gift the home to his son and new daughter-in-law as a wedding present in 1854. Theodore Roosevelt was born here on October 27, 1858. The Roosevelt's moved uptown (as was the trend) in 1873, as the area around the home had been steadily becoming more commercial. In 1919 after TR's death, the family purchased back nos. 26 and 28 and rebuilt the structures into a replica of Theodore Roosevelt's birthplace circa 1865, complete with period rooms.