Pictures of Theodore Roosevelt at Sagamore Hill in Oyster Bay, NY

This collection includes rare pictures of Theodore Roosevelt relaxing and entertaining guests at his Sagamore Hill home in Oyster Bay, New York. Each of these pictures was found in the archives of the Library of Congress, and the photos were edited in order to restore them to their original state. As more pictures are discovered we will update this page, so be sure to bookmark it!

President Roosevelt and Detectives at Sagamore Hill

Theodore Roosevelt poses on a porch with his detectives in 1902. The picture was taken at Roosevelt’s Sagamore Hill home in Oyster Bay, Long Island.

Theodore Roosevelt Greets Visitors to Sagamore Hill

This picture shows President Theodore Roosevelt greeting visitors to his Sagamore Hill home in Oyster Bay, Long Island. This picture was taken on June 1, 1912.

Theodore Roosevelt at Sagamore Hill

Theodore Roosevelt speaking to reporters before giving a press conference at Sagamore Hill in Oyster Bay, NY on June 1, 1912.

Theodore Roosevelt in Oyster Bay, NY

Another picture of Theodore Roosevelt speaking to reporters at Sagamore Hill on June 1, 1912.

Roosevelt & Reporters, Sagamore Hill

Photo shows President Theodore Roosevelt with reporters at his home, Sagamore Hill in Long Island, New York on June 3, 1912.

Roosevelt Arriving in Oyster Bay, NY

This picture shows President Teddy Roosevelt getting off a train in Oyster Bay, NY. Roosevelt was returning home after surviving an assassination attempt by John F. Schrank in Milwaukee, WI. Colonel Cecil Lyons is behind him on the train. This photo is from October 22, 1912 and the assassination attempt occurred on October 14, 1912.