Catamount is a former village of Colrain, Massachusetts. In 1812, the schoolhouse that once stood in Catamount was the first schoolhouse to fly the United States Flag. From the mid 18th century until the late 19th century, Catamount was mainly a farming community. Nearby Pocumtuck Mountain was often a popular destination for people around the stateā¦Catamount is a former village of Colrain, Massachusetts. In 1812, the schoolhouse that once stood in Catamount was the first schoolhouse to fly the United States Flag. From the mid 18th century until the late 19th century, Catamount was mainly a farming community. Nearby Pocumtuck Mountain was often a popular destination for people around the state. In 1880, the Old Home Days festival on Pocumtuck Mountain was visited by Massachusetts Governor John Davis Long.