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The Battle of San Juan Hill, 1898: Roosevelt and the Rough Riders

Spanish-American War · 1 July 1898 · United States vs Spain · ~6 min read · Updated October 2026

Next anniversary: 1 July 2027, the 129th anniversary 1 July in history ›

1899 chromolithograph of the Tenth Cavalry charging up San Juan Hill past palm trees with the American flag

Chromolithograph, Library of Congress, 1899, via Wikimedia Commons, public domain.

At a glance

United Statesincl. Lt. Col. Theodore Roosevelt (Rough Riders)
vs
Kingdom of SpainSpanish garrison of Santiago
Date
1 July 1898
Location
San Juan Heights, near Santiago de Cuba
Period
Spanish-American War
Outcome
American victory
By the numbers
SideStrengthLosses
United StatesAbout 8,000 in the assault on the heights (History.com)1About 1,300 to 1,500 killed and wounded, El Caney included2
SpainAbout 500 to 1,200 on the heights, by different counts; about 500 at El Caney3Roughly 550 to 600 killed and wounded; Santiago soon fell4

Figures are approximate; the day included the linked fight at El Caney.

Quick answer

Who won the Battle of San Juan Hill?

The Battle of San Juan Hill was fought on 1 July 1898 near Santiago de Cuba during the Spanish-American War, and was an American victory. US troops, including Theodore Roosevelt's volunteer Rough Riders and the regular army's African-American Buffalo Soldiers, stormed the Spanish-held San Juan Heights. The victory led to the fall of Santiago and helped establish the United States as a world power; it also made Roosevelt a national hero.5

On a hot Cuban day in 1898, American soldiers charged uphill into Spanish rifle fire on the San Juan Heights. Among them was a former Assistant Secretary of the Navy, Theodore Roosevelt, and the charge would carry him toward the White House.6

The Spanish-American War

In 1898 the United States went to war with Spain, and an American army landed in Cuba to take the port of Santiago, where a Spanish fleet lay trapped. Blocking the way were fortified ridges east of the city, the San Juan Heights and the village of El Caney.7

The road to war ran through Havana Harbor, where the battleship USS Maine blew up on 15 February 1898, killing more than 250 American sailors; war was declared in April. In May Admiral Pascual Cervera's squadron slipped into Santiago and was blockaded there. Major General William R. Shafter's Fifth Corps, some 17,000 men including nearly 3,000 Black regulars, began landing at Daiquirí on 22 June. According to the Library of Congress, about 5,000 Cuban revolutionaries under General Calixto García joined them, and on 24 June the cavalry won a first fight at Las Guásimas.8

Dark locator map with a gold star in a glowing circle marking the approximate site of the Battle of San Juan Hill, the coasts, rivers and lakes of the region, and a small world map inset with the area boxed
The Battle of San Juan Hill: the star marks the approximate site, and the inset shows the area on a world map. Drawn for this article from Natural Earth data, with no modern borders. Location map: © Echoes of Battle (data: Natural Earth, public domain)
Old map of Santiago de Cuba with the American and Spanish entrenchments marked in red
Map of Santiago de Cuba and its surroundings showing American and Spanish positions on the evening of 1 July 1898, after the capture of El Caney and San Juan Hill, from Stephen Bonsal's The Fight for Santiago (1899). Public domain

The heights above Santiago

On 1 July the Americans attacked. At El Caney a small Spanish force held up a much larger American column for hours. Before the San Juan Heights, US troops crowded in the open under accurate Spanish fire, taking losses while they waited to advance.9

Shafter's plan, as the National Archives' Prologue magazine reconstructs it, was for Brigadier General Henry W. Lawton's division of about 6,600 men to take El Caney in a couple of hours and then swing in beside the main attack. Instead some 500 Spanish soldiers held the village and its stone fort until late afternoon, and their commander, General Joaquín Vara de Rey, was killed in the fighting. That left about 8,000 men of Brigadier General Jacob F. Kent's infantry division and the dismounted cavalry division, led by Brigadier General Samuel S. Sumner in place of the sick Joseph Wheeler, to face the heights alone, with a Signal Corps observation balloon overhead that gave the Spanish gunners a perfect aiming mark.10

Painting of a column of American soldiers crouching and recoiling on a road as a shell explodes
The Scream of Shrapnel at San Juan Hill, painted by Frederic Remington in 1898: American soldiers recoil as a shell bursts over the road below the heights. Public domain

The charge

At last the order came and the Americans went up the slopes, supported by Gatling guns. Regular infantry and dismounted cavalry, including Theodore Roosevelt's Rough Riders, drove the Spanish from Kettle Hill and the San Juan ridge in a series of rushes that became the famous charge up San Juan Hill.11

Crucial support came from Lieutenant John H. Parker's Gatling guns, which by the National Archives' account raked the Spanish trenches for a little over eight minutes; the historian David Trask credits this fire with forcing the defenders off the summit of San Juan Hill. The cavalry went up Kettle Hill, a smaller rise that the same account says was named for the sugar kettles of an abandoned mill, while Kent's infantry climbed San Juan Hill, some 400 yards to the southwest. The Spanish fell back to a second line, and the exhausted Americans dug in on the crest overlooking Santiago.12

Painting of dismounted soldiers running uphill through grass behind an officer on horseback
Frederic Remington's Charge of the Rough Riders at San Juan Hill, with Theodore Roosevelt on horseback; the scene actually shows the attack on neighboring Kettle Hill. Public domain
Roosevelt charged up a Cuban hill a lieutenant colonel, and came down a national hero.

Did Roosevelt charge up San Juan Hill or Kettle Hill?

Mainly Kettle Hill. Roosevelt rode at the head of the Rough Riders up Kettle Hill, the knoll in front of the main ridge, beside regulars of the 1st, 9th and 10th Cavalry. Only then did the cavalry cross to the northern end of San Juan Hill, so in his legend "San Juan Hill" means the whole heights.13

Roosevelt's own reports and his 1899 book The Rough Riders blurred the two hills, and the correspondent Richard Harding Davis made him the hero of the day. His commanders recommended him for the Medal of Honor, but the War Department turned the request down. President Bill Clinton presented the medal posthumously on 16 January 2001; its citation still speaks of "a desperate and gallant charge up San Juan Hill."14

Roosevelt, the Rough Riders and the Buffalo Soldiers

Roosevelt's leadership made him a celebrity, but much of the hardest fighting was done by the regular army, including the African-American regiments known as the Buffalo Soldiers, whose part was long underplayed in popular accounts. The victory on the heights was a shared feat of volunteers and regulars alike.15

The 9th and 10th Cavalry went up Kettle Hill beside the Rough Riders, and the 24th Infantry joined the assault on the San Juan blockhouse. In The Rough Riders Roosevelt recorded that on the far right of Kettle Hill the men of the Ninth "were first up." Edward L. Baker Jr. of the 10th Cavalry pulled a wounded comrade out of the San Juan River under fire and later received the Medal of Honor; Lieutenant John J. Pershing wrote that the Black regulars "fought their way into the hearts of the American people." Yet the same book of Roosevelt's disparaged Black soldiers, and Trooper Presley Holliday of the 10th wrote in reply that his statement was "uncalled for and uncharitable."16

Newspaper drawing of an African American cavalry sergeant holding two regimental flags
Color Sergeant George Berry of the 10th US Cavalry, one of the Buffalo Soldier regiments, who carried the colors of the 10th and 3rd Cavalry in the charge at San Juan Hill; a newspaper drawing published soon after the war, whose printed caption says the same. Public domain

How many soldiers fought and died at San Juan Hill?

Roughly 8,000 Americans attacked the heights and about 6,600 more fought at El Caney, against somewhere between 500 and 1,200 Spanish on the San Juan line and about 500 at El Caney. American losses that day came to some 1,300 to 1,500 killed and wounded, more than 200 of them killed; Spanish losses were roughly 550 to 600.17

The cost fell unevenly. The Rough Riders, about 490 strong that morning, lost 15 killed and 73 wounded by the National Archives' count, and 26 Buffalo Soldiers died in the fight for the heights. The Army Medical Department's official history counts as many as 1,200 wounded from the two battles, 932 of them from San Juan Hill.18

Why San Juan Hill mattered

Taking the heights sealed off Santiago, whose Spanish fleet was destroyed trying to escape days later, and the city soon surrendered. The short war left the United States a power with overseas territories, and carried Theodore Roosevelt toward the vice presidency and then the presidency.19

On 3 July Cervera's squadron tried to break out of the harbor and was destroyed by the American fleet. Santiago's new commander, General José Toral, agreed on 16 July to surrender the roughly 23,500 Spanish troops around the city, and the formal ceremony followed on 17 July. Then disease took over: by the end of July almost a fifth of Shafter's men were in the hospital, and of the roughly 3,000 Americans who died in the war, about 90 percent died of illness. The Treaty of Paris of 10 December 1898 ended Spanish rule in Cuba, ceded Puerto Rico and Guam and sold the Philippines to the United States for $20 million; there a new war soon followed, at places such as Tirad Pass.20

How is San Juan Hill remembered today?

Through Roosevelt and, increasingly, the Buffalo Soldiers. According to Arlington National Cemetery, which holds more Spanish-American War memorials than any other American site, friends of the regiment raised a Rough Riders Memorial there in 1906, dedicated on 12 April 1907, and President Roosevelt dedicated its Spanish-American War Memorial on 21 May 1902.21

Historians have since put the Black regulars back into the story: the Theodore Roosevelt Presidential Library now calls the popular narrative of "Theodore Roosevelt's victory at San Juan Hill" incomplete. For Roosevelt's road to the White House, see our profile of Theodore Roosevelt, and for other soldiers who became American legends, America's greatest military heroes. Pershing later made our list of the greatest American commanders.22

Frequently asked questions

When and where was the Battle of San Juan Hill?

It was fought on 1 July 1898 on the San Juan Heights near Santiago de Cuba, during the Spanish-American War.

Who won the Battle of San Juan Hill?

The United States, which took the heights and soon forced the surrender of Santiago.

Did Theodore Roosevelt really charge up San Juan Hill?

He led a famous charge on the heights, usually associated with nearby Kettle Hill. His role made him a national hero, though much of the fighting was done by the regular army.

Who were the Buffalo Soldiers?

African-American regiments of the regular US Army who did much of the hard fighting on the heights, a contribution long underplayed in popular accounts.

Why was the battle important?

It led to the fall of Santiago and helped make the United States a world power, and it launched Theodore Roosevelt's rise to the presidency.

How many Americans died at San Juan Hill?

Figures differ, but American losses on 1 July 1898, including the fight at El Caney, came to roughly 1,300 to 1,500 killed and wounded, more than 200 of them killed. Twenty-six of the dead were Buffalo Soldiers.

Notes

A number in the text points to a note; each note names the works that paragraph draws on, listed in full under Sources.

  1. HISTORY, “The Battle of San Juan Hill”. ↩
  2. Encyclopaedia Britannica, “Battle of San Juan Hill”; Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; US Army Center of Military History, “War With Spain Campaigns”. ↩
  3. David Trask, “The Spanish-American War”; US Army Center of Military History, “War With Spain Campaigns”; HISTORY, “The Battle of San Juan Hill”. ↩
  4. Encyclopaedia Britannica, “Battle of San Juan Hill”; US Army Center of Military History, “War With Spain Campaigns”. ↩
  5. Library of Congress, “World of 1898”. ↩
  6. National Park Service, “T. R. the Rough Rider”. ↩
  7. David Trask, “The Spanish-American War”. ↩
  8. National Park Service, “Buffalo Soldiers and the Spanish-American War”; National Park Service, “T. R. the Rough Rider”; Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; HISTORY, “The Battle of San Juan Hill”; David Trask, “The Spanish-American War”; Library of Congress, “Chronology of Cuba in the Spanish-American War”; Library of Congress, “World of 1898”; National Park Service, “Buffalo Soldiers and the Spanish-American War”. ↩
  9. National Park Service, “Buffalo Soldiers and the Spanish-American War”; Graham A. Cosmas, An Army for Empire. ↩
  10. Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; National Park Service, “Buffalo Soldiers and the Spanish-American War”; HISTORY, “The Battle of San Juan Hill”; Library of Congress, “Joaquín Vara de Rey y Rubio”; Library of Congress, “Chronology of Cuba in the Spanish-American War”; Encyclopaedia Britannica, “Battle of San Juan Hill”. ↩
  11. David F. Trask, The War with Spain in 1898; Library of Congress, “World of 1898”. ↩
  12. Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; David Trask, “The Spanish-American War”; Theodore Roosevelt Presidential Library, “The Battle of San Juan Hill”; Library of Congress, “World of 1898”; Theodore Roosevelt Presidential Library, “The Buffalo Soldiers at San Juan Hill”; HISTORY, “The Battle of San Juan Hill”. ↩
  13. Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; HISTORY, “The Battle of San Juan Hill”; Library of Congress, “World of 1898”. ↩
  14. Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; Theodore Roosevelt Presidential Library, “The Buffalo Soldiers at San Juan Hill”; The White House, “Remarks by the President at Medal of Honor Ceremony”; National Park Service, “T. R. the Rough Rider”; US Army, “War with Spain Medal of Honor recipients”. ↩
  15. Theodore Roosevelt Presidential Library, “The Buffalo Soldiers at San Juan Hill”. ↩
  16. Theodore Roosevelt Presidential Library, “The Buffalo Soldiers at San Juan Hill”; National Park Service, “Buffalo Soldiers and the Spanish-American War”; National Park Service, “Buffalo Soldiers and the Spanish-American War”; Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory. ↩
  17. HISTORY, “The Battle of San Juan Hill”; National Park Service, “Buffalo Soldiers and the Spanish-American War”; David Trask, “The Spanish-American War”; US Army Center of Military History, “War With Spain Campaigns”; Encyclopaedia Britannica, “Battle of San Juan Hill”; Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory. ↩
  18. Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; National Park Service, “Buffalo Soldiers and the Spanish-American War”; National Park Service, “Buffalo Soldiers and the Spanish-American War”; Encyclopaedia Britannica, “Battle of San Juan Hill”; Mary C. Gillett, The Army Medical Department, 1865-1917. ↩
  19. Library of Congress, “World of 1898”; University of Nebraska-Lincoln, “Background”. ↩
  20. HISTORY, “The Battle of San Juan Hill”; Mitchell Yockelson, “I Am Entitled to the Medal of Honor and I Want It”: Theodore Roosevelt and His Quest for Glory; Library of Congress, “World of 1898”; National Park Service, “Buffalo Soldiers and the Spanish-American War”. ↩
  21. Arlington National Cemetery, “Rough Riders Memorial”; Arlington National Cemetery, “Spanish-American War Memorial”. ↩
  22. Theodore Roosevelt Presidential Library, “The Buffalo Soldiers at San Juan Hill”; National Park Service, “Buffalo Soldiers and the Spanish-American War”; National Park Service, “Buffalo Soldiers and the Spanish-American War”. ↩

Sources

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