Brewster boys' soccer competes in District II of the New England Preparatory School Athletic Council (NEPSAC), also known as the Lakes Region League. Brewster competes against many of the top prep schools in Northern New England. The goals of the boys' soccer program are for the program to be as competitive as possible in interscholastic competition and to develop players' skills and tactics to their highest level. A number of recent Brewster graduates have gone on to play for college varsity teams.