2nd Massachusetts Volunteer Infantry Regiment (1898) 2nd Massachusetts Volunteer Infantry Regiment (1898) The 2nd Massachusetts Volunteer Infantry Regiment was an infantry unit of the United States Army, mustered into Federal service during the Spanish–American War. It was one of three state volunteer regiments that fought in the Santiago Campaign in Cuba, and the only volunteer unit at the Battle of El Caney. The regiment participated in the Siege of Santiago until the city surrendered, spent several weeks in Cuba, and was moved back to the United States as a result of disease in August. After the end of a quarantine period the regiment was placed on
Siege of Santiago along San Juan Heights. In the charge at the Battle of San Juan Hill U.S. forces captured the Spanish position. At the Battle of El Caney the same day, U.S. forces took the fortified Spanish position and were then able to extend the U.S. flank on San Juan Hill. The destruction of the Spanish fleet at the Battle of Santiago de Cuba allowed U.S. forces to safely besiege the city. On July 3, 1898, the same day as the naval battle, Major General William "Pecos Bill" Shafter began the siege of Santiago. Shafter fortified his position on San Juan Heights.