Writing from the trenches outside of Santiago, Cuba, just after the Battle of San Juan Hill, Theodore Roosevelt thought that the event that would make his political career–the campaign in Cuba–appeared to be on the verge of becoming a catastrophe. Within a few months of writing this letter, Roosevelt would be elected governor of New York; in 1900 he was elected vice president.

Collection

Massachusetts Historical Society

Creation Date

1898-07-03

Creator(s)

Roosevelt, Theodore, 1858-1919

Recipient

Lodge, Henry Cabot, 1850-1924

Language

English

Period

Rough Rider (May 1898 to September 1898)

Repository

Massachusetts Historical Society

Page Count

4

Production Method

Handwritten

Record Type

Multi-image

Resource Type

Letter

Citation

Cite this Record

Chicago:

Letter from Theodore Roosevelt to Henry Cabot Lodge. [July 3, 1898]. Massachusetts Historical Society.
https://www.theodorerooseveltcenter.org/digital-library/o293146. Theodore Roosevelt Digital Library. Dickinson State University.

MLA:

Roosevelt, Theodore, 1858-1919. Letter from Theodore Roosevelt to Henry Cabot Lodge. [3 Jul. 1898]. Multi-image.
Massachusetts Historical Society. Theodore Roosevelt Digital Library. Dickinson State University. January 15, 2026. https://www.theodorerooseveltcenter.org/digital-library/o293146.

APA:

Roosevelt, Theodore, 1858-1919., [1898, July 3]. Letter from Theodore Roosevelt to Henry Cabot Lodge.
Massachusetts Historical Society. Theodore Roosevelt Digital Library. Dickinson State University.
Retrieved from https://www.theodorerooseveltcenter.org/digital-library/o293146.

Cite this Collection

Chicago:

Massachusetts Historical Society. https://www.theodorerooseveltcenter.org/collection/massachusetts-historical-society. Theodore Roosevelt Digital Library. Dickinson State University.

MLA:

Massachusetts Historical Society. Theodore Roosevelt Digital Library. Dickinson State University. January 15, 2026. https://www.theodorerooseveltcenter.org/collection/massachusetts-historical-society.

APA:

Massachusetts Historical Society. Theodore Roosevelt Digital Library. Dickinson State University. Retrieved from https://www.theodorerooseveltcenter.org/collection/massachusetts-historical-society.