In 1986, he joined the cast of the American television series, Airwolf, playing the role of Jason Locke during the fourth and final season.
He has guest-starred in a variety of television shows including: Beauty & The Beast, Single Ladies, Lost Girl, The Art of More, The Listener, Aaron Stone, Being Erica, Due South, Outer Limits, Soul Food, Earth: Final Conflict, PSI Factor, 1-800 Missing, Danger Bay, Adventure Inc., Diamonds, Alfred Hitchcock Presents, Night Heat, The Best Years, The New Ghostwriter Mysteries, and Counterstrike.
[3] Sherwood has appeared in feature films, including; Race (2015), Star Spangled Banners (2013), Honey (2003), Hostile Takeover (1988), Deadbolt (1992), Undue Influence, Switching Channels, Eddie & the Cruisers II: Eddie Lives, Closer and Closer, Crimes of Fashion, Terror Train, Too Close to Home, Free of Eden, Ultimate Deception, Both Sides of The Law, Mail To The Chief, Threshold, Physical Evidence and Guilty as Sin (1993).
In 2009, Sherwood returned to the stage performing in the role of Marty in the musical Dreamgirls at the Grand Theatre in London, Ontario.
His film Mozambique – A Land of Hope looks at the HIV/AIDS epidemic in Africa and was broadcast on the Signature Series on OMNI Television and was featured at the World AIDS Conference in Toronto in August 2006.
In February 2010, Sherwood wrote, directed and produced an educational play on great African-Canadian hero William Hall.
In July 2016, Sherwood wrote, directed and co-produced the play, "The Colour of Courage" which commemorated the 100th anniversary of the formation of Canada's all-black military unit in WWI.
On July 9, 2022, Anthony Sherwood served as Master of Ceremonies for the Government of Canada's official apology to the Black soldiers of No.