The school newspaper, advised by English teacher James Martin, is titled the Wakefield Express and is published exclusively online.

In 2008, WHS was featured in Boston magazine for spending the least money per student of any public school in the state, landing it at number one in the "Most Bang for the Buck" category.

[6][7] The 2007–2008 girls' ice hockey team advanced to the state championship game for the first time in Wakefield history.

The band's 2008 show, "A Moonwalk Through Time," was a collection of Michael Jackson music and featured the musicians dancing the Thriller in the midst of the performance.

In 2016, the Wakefield Warrior Marching band came in 2nd at NESBA finals earning a 96.0, A Platinum Medal, and the Best Drum Major Award.

The Drama Club, which is headed by English and Theatre teacher William Karvouniaris, puts on three productions each year; a musical piece in the fall, a 40 minute piece in the winter (which they bring to the Massachusetts High School Drama Guild One-Act Festival), and a play in the spring (this order has since changed as of 2017-2018 school year) .

In 2018, The Drama Club's Fest Piece (Anatomy of Gray) moved into the Semi-finals of the METG festival.

In 2018, the fall musical production of Fiddler on the Roof received seven MET award nominations, winning two.

WMHS has an active choral program, including 3 curricular choruses and 2 extracurricular a cappella groups, Voices of Steel and Mic Drop.

The Wakefield High School Visual Arts program consists of 2-D, 3-D, digital and film and video courses.