Rough Riders

American  

plural noun

1. the members of a volunteer regiment of cavalry organized by Theodore Roosevelt and Leonard Wood for service in the Spanish-American War.

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Rough Riders Cultural  

1. The nickname of a volunteer group of cavalry led by Colonel Theodore Roosevelt in the Spanish-American War. They were famous for a victorious charge at the Battle of San Juan Hill in Cuba.

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Example Sentences

See Examples For:

Rough Riders

Volunteer Cavalry—the Rough Riders, who helped to secure an American victory at the Battle of San Juan Hill on July 1, 1898.

From The Wall Street Journal ● Dec. 29, 2025

Downtown, you’ll find the historic Rough Riders Hotel, pince-nez-wearing teddy bears in the gift shops and, in front of the Old Town Hall Theater, a bronze statue of the man himself.

From New York Times ● Oct. 27, 2023

I charged up San Juan Hill with the Rough Riders and joined the doughboys over there.

From Washington Times ● Jul. 2, 2023

The Rough Riders lost for the first time last week, falling to Pittsburgh’s Imani Christian.

From Washington Post ● Jan. 16, 2023

He told her that he was serving with Teddy Roosevelt and his Rough Riders.

From "Summer of the Monkeys" by Wilson Rawls