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    The Fight for Santiago. The "Rough Riders" charging up the San Juan Hill, July 1st, and driving the Spanish from their entrenchments. Illustration from McClure's, October 1898

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Original title: "Colonel Roosevelt and his Rough Riders at the top of the hill which they captured, Battle of San Juan Hill." US Army victors on Kettle Hill about July 3, 1898 after the battle of "San Juan Hill(s)." Left to right is 3rd US Cavalry, 1st Volunteer Cavalry (Col. Theodore Roosevelt center) and 10th US Cavalry. A second similar picture is often shown cropping out all but the 1st Vol Cav and TR.

Another interpretation of the war. Different from the old, dark, black and white images shown.

Roosevelt joined the U.S. Volunteer Cavalry Regiment which became known as the Rough Riders to fight in the Spanish-American War. He served from May-September, 1898 and quickly rose to colonel. On July 1, he and the Rough Riders had a major victory at San Juan charging up Kettle Hill. He was part of the occupying force of Santiago.

Charge of San Juan Hill during the Spanish American War

In 1898, U.S. forces and Theodore Roosevelt’s First U.S. Volunteer Cavalry (the “Rough Riders”) defeated Spanish forces at the Battle of San Juan Hill in Cuba. This led to the Spanish surrender, effectively concluding the Spanish-American War.

Painting depicts a charge by American troops that led to the capture of the strategically important San Juan Hill during the Spanish-American War, Cuba, July 1, 1898. (Photo by Hulton Archive/Getty Images)

A black and white photo of a painting done in 1898 of Theodore Roosevelt fighting with the Rough Riders in the Spanish American War.

Battle of Saint John (San Juan). The battle took place on the 1st of July 1898 at loma de San Juan, which was fortified by the Spanish. 6,000 Americans attacked and the hero of the day was Lieutenant Colonel Roosevelt, one of the chiefs of the rough-riders. Cigar card from the History of Cuba, Geografico Universal, Propaganda de los Cigarros Susini y La Corona, Tabacalera Cubana. (Photo by The Print Collector/Print Collector/Getty Images)

This is the regimental standard of the 1st U.S. Volunteer Cavalry, better known as the "Rough Riders." The flag was used at San Juan Hill. It is based on the Model 1887 Regular Army cavalry flag, and was hand paimted by Horstman Brothers of Philadelphia.

Teddy Roosevelt and the Rough Riders 1898 Spanish American War.The Spanish–American War was a conflict in 1898 between Spain and the United States, effectively the result of American intervention in the Cuban War of Independence.

Soldiers pose with Gatling Gun at Cavite. Philippine American War. The Gatling gun saw much action during the Spanish American War. It gained fame in Cuba giving support fire while Theodore Roosevelt and the Rough Riders assaulted San Juan Hill. Several examples were later shipped and used in the war in the Philippines.