In addition, it operates several alternative programs, including Riverview Alternative Program for students at risk of dropping out, STRIVE Alternative Program (Sheboygan Transition through Reintegration and Involvement in Vocational and Education) for severely emotionally disturbed students, W.A.V.E.

Alternative Program (Alternative Work, Academic and Vocational Education), Teen-Age Parent Program (TAPP) and Teenship I and II.

The high schools host their graduation ceremony in a combined fashion in the second week of June in Vollrath Park's natural bowl amphitheater, with North graduates sitting at the north end and South's graduates filling the south portion of the bowl.

In the event of inclement weather, the ceremonies are held individually at the school's respective field houses.

The district's main offices moved from its Central Services facility (the former Central High School) in downtown in the fall of 2021, to an office facility south of the city which was formerly the headquarters of Wilson Mutual Insurance, facilities made redundant after a merger with Encova Insurance.