The Alumni Association is open to all graduates of High Mowing School. The Association's primary focus is to organize Reunion Weekend, traditionally held the weekend after Commencement, and to engage High Mowing alumni in the life of the school.
The Alumni Association meets every month during the school year. Meetings are held in the Emmet Alumni House, and alumni who are not in the area can call in to the meetings via a teleconference system.
A yearly business meeting of the Association is held every year during Reunion Weekend. Elections are held, and plans are made for the upcoming year. The officers of the Alumni Association encourage all alumni who are interested to take part in meetings and to return to campus for public events and Reunion Weekend.