The Medway Mustangs have a strong athletic program in general and have won a considerable amount (18) of State Championships in the past 30 years.

Some other recent TVL tiles since 1995 include: The 2001 Girls Volleyball team finished their season undefeated at 25–0.

Recently, Medway High School graduate, Zack DiGregorio went to the 2022 Winter Olympics to participate as a part of the U.S. Luge Team.

Each year's show is typically cast in mid-to-late December, with rehearsals running from early January through mid March.

The production was scheduled to star Ram Tysoe as Billy Crocker, Charlotte Kealey as Reno Sweeney, Grace Gerard as Hope Harcourt, Ian Tomorakos as Lord Evelyn Oakleigh, John Boujnane as Moonface Martin, Sadie Green as Erma, Daphne Freeman as Evangeline Harcourt, and Marek Woytaszek as Elisha Whitney.

Two years after the cancellation of Anything Goes, the Medway High School Theatre program returned with Footloose in March 2022.

The production will star Amelia Dahlheimer as Dorothy Gale, Andrew Morris as Scarecrow, Timothy Reda as Tin Man, Charles Bennett as The Cowardly Lion, Natalie Goodale as The Wicked Witch, and Caitlin MacNeil as Glinda.