Shirley Matthews was a Canadian pop singer born in Harrow, Ontario.

Matthews sang in a church choir and at high school dances prior to embarking on a career in music. She worked in a Bell Telephone office while singing nights at the Club Bluenote in Toronto. Her debut single, "Big Town Boy", was a major hit in Canada in 1964, selling over a million copies. She won the RPM Gold Leaf Award for Female Vocalist of the Year in 1964. Later singles failed to duplicate "Big Town Boy"'s success.