The Monroe Woodbury High School also boasts many extra-curricular activities, both athletic and academic, among them being Computer Club, Drama Club, Art Guild, Chess Club, History Club, Interact, Pep Band, Math Team, Mock Trial, Model UN, National Honor Society, The Wire News, Odyssey of the Mind, Science Olympiads, and Student Government, and many more.[13] In Sports, there are teams in Cheerleading, Football, Soccer, Tennis, Cross Country Running, Alpine Skiing, Track, Swimming, Golf, Volleyball, Lacrosse, Wrestling, Ice Hockey, Basketball, Baseball, and Softball.[14]
The football team won the New York class AA state championship in 2005, and also appeared in the game in 2006, 2007, 2008, and 2013.
The boys cross country team won the New York state federation championships in 2022 and 2023. In 2022, they won the Nike Cross NY regional meet and competed at the Nike Cross National championships in 2023.