 A town referendum was held in September 2005 asking voters to approve the town borrowing $30 million to renovate Cumberland High School.The referendum's success is credited in part to a student group called Save Our Schools, which had been organized as part of the school's requirement of 15 hours of teacher-supervised service learning.NASSP (the National Association of Secondary School Principals) designated Alan Tenreiro of Cumberland High School as 2016 National Principal of the Year.