Cultural depictions of Theodore Roosevelt
Theodore Roosevelt, the 26th President of the United States, has inspired numerous cultural works.

Television and film
Roosevelt has been portrayed many times in film and on television. Karl Swenson played him in the 1967 western picture Brighty of the Grand Canyon, the story of a real-life burro who guided Roosevelt on a hunting trip to find mountain lions. Brian Keith played Roosevelt in the 1975 film The Wind and the Lion. He was also portrayed by actor Tom Berenger in 1997 for the TNT movie Rough Riders, a made-for-cable film about his exploits during the Spanish–American War in Cuba. Frank Albertson played Roosevelt in the 1956 episode "Rough and Ready" of the CBS series My Friend Flicka." Robert Vaughn portrayed a younger Roosevelt in the Law of the Plainsman 1959 episode, "The Dude." 
He is portrayed by an unknown actor in the series Deadliest Warrior as a partaker in a fight against Lawrence of Arabia. Robin Williams portrayed Roosevelt in the form of a wax mannequin that comes to life in Night at the Museum and its sequels Night at the Museum: Battle of the Smithsonian and Night at the Museum: Secret of the Tomb. In the limited series adaptation of The Alienist, Roosevelt is portrayed by Brian Geraghty. Roosevelt, portrayed by Mike O'Connell, is a recurring character in the Comedy Central series Another Period.

Roosevelt, as portrayed by Ed Metzger, briefly appears in The Curious Case of Benjamin Button.

The Roosevelt family was the subject of The Roosevelts, a documentary directed by Ken Burns.

In 2015, Showtime began to develop a limited series based on the life of Roosevelt. In 2017, it was announced that Leonardo DiCaprio will portray Roosevelt in a biopic to be directed by Martin Scorsese.

Through archive recordings, Roosevelt's voice is heard in Bart Stops to Smell the Roosevelts, an episode of The Simpsons.

Other works
In Don Rosa's comic book series The Life and Times of Scrooge McDuck (1994–1996), Roosevelt meets and befriends Scrooge McDuck in 1882 when both were visiting the Dakota badlands and later again in 1902 at Fort Duckburg. In Don Rosa's story The Sharpie of the Culebra Cut (2001), collected in The Life and Times of Scrooge McDuck Companion, they meet for the third time during the construction of the Panama Canal in 1906.

Roosevelt is a prominent character in Harry Turtledove's Southern Victory series. In the Great War trilogy, which makes up part of the Southern Victory series, Roosevelt serves as the 28th President of the United States from 1913 to 1921 and leads the US to victory over the Confederated States of America. He was elected president as a Democrat in the 1912 election against Socialist Party candidate Eugene Debs. He defeated Debs again in 1916 and attempted to run for a third term in 1920, only to be defeated by Socialist candidate Upton Sinclair. He later died suddenly in 1924 of a cerebral hemorrhage while golfing.

In the alternate history novel And Having Writ... by Donald R. Bensen (1978), Roosevelt was the first major world leader to get acquainted with the four aliens Raf, Ari, Valmis and Dark, and acts as a benevolent and friendly presence. He declines to run for a second full term in 1908 and is succeeded by Thomas Edison. In 1909, he helps the four aliens escape from house arrest (they had been place under house arrest by Edison so that he can pry technological secrets from them) in New York. In 1912, Roosevelt ends up seceding Edison, who declined to run for a second term due to him rather to go back to inventing. As with Grover Cleveland, he was counted twice in the numbering of the presidents: as the 26th president from 1901 to 1909 and the 28th president from 1913 to 1921. In 1925 while attending the demonstration of an experimental moon rocket, Roosevelt is killed when the device's engines exploded and destroyed the platform he was on.

In the alternate history novel Back in the USSA by Eugene Byrne and Kim Newman (1997), Roosevelt wins the 1912 presidential election on the Progressive Party, only to be assassinated on December 19, 1912 at the Chicago Union Stockyards by the sharpshooter and exhibition shooter Annie Oakley, before he took office, when personally breaking a labor strike with the help of the Rough Riders. Following this, his running mate, Charles Foster Kane takes power, and gradually leads the United States into greater levels of oppression, class division and bureaucratic incompetence and corruption, which eventually leads to the Second American Civil War and Second American Revolution and the transformation of the United States into the United Socialist States of America. Roosevelt serves as the timelines equivalent of Russian Tsar Alexander II while Kane serves as the timelines equivalent of Nicholas II.

Roosevelt appears in the Civilization video game series as a leader of the United States.

In season five of Epic Rap Battles of History, Roosevelt appears in a rap battle against Winston Churchill.

Roosevelt, in his career as New York City Police Commissioner, appears as a major character in the 1997 novel The Alienist, well as its sequel The Angel of Darkness.

For a comprehensive study of Roosevelt's legacy, especially in cultural depictions, see Michael Patrick Cullinane, Theodore Roosevelt's Ghost: The History and Memory of an American Icon (LSU Press, 2017).