The regiment took part in the Battle of Santiago (Battle of San Juan Hill), though it did not take part in the attack. By now many members of the regiment were ill with malaria. The road on which Kent's First Brigade moved forked just before coming out of forested areas, and Kent ordered the 71st to take the left-hand road to join the 6th and 16th's left flank. As the regiment left the forest, the 71st was pinned down by accurate Spanish rifle fire from the heights of San Juan hill, preventing any advance.