The Highland School, also the Arthur W. Dalrymple School, is a historic school building at 36 Grovers Avenue in Winthrop, Massachusetts. The Georgian Revival two story brick building was built in 1920-21 to replace a nearby school that burned down in 1920. It was built on the site of the Leighton Resort, a popular summer destination. The school's later dedicatee was a local resident who taught at the school and later became Winthrop's superintendent of schools.The building was added to the National Register of Historic Places in 2014.
