Question

Where was Theodore Roosevelt's famous victory in the Spanish-American?

Answer 1

The San Juan heights east of Santiago de Cuba, Cuba.

Explanation:

There is actually a pretty good movie about that one!

The Battle of San Juan Hill, also known as the battle for the San Juan Heights, was a decisive battle of the Spanish–American War. The San Juan heights was a north-south running elevation east of Santiago de Cuba, Cuba.
http://www.eyewitnesstohistory.com/roughriders.htm

http://www.history.com/this-day-in-history/the-battle-of-san-juan-hill