Jared Cassedy conducts the Wind Ensemble which rehearses on Mondays at Masconomet High School. Musicians in Wind Ensemble include advanced middle school students through high school.

Wind Ensemble members who are not in an orchestra rehearse from 5:30 pm to 6:00 pm. Intermezzo wind, brass, and percussion work with the strings at 4:30 pm and change to Wind Ensemble at 5:30pm. Symphony w/b/p start at 5:00 pm and join the Wind Ensemble at 6:00pm.

During the chamber music program, January through February, rehearsal times are modified. Wind Ensemble begins at 5:00 pm and ends at 6:30 pm. Those Wind Ensemble members also in Symphony rehearse with Wind Ensemble from 5:00 pm to 6:00 pm and with their Chamber Music ensemble from 6:00 pm to 7:15 pm.

Wind Ensemble performs two major concerts each year in December and May.