Grayson Cleophas Shillingford (born 25 September 1944, died 23 December 2009) was a West Indian cricketer who played in seven Tests from 1969 to 1972. His cousin Irvine Shillingford, also played Test cricket for the West Indies.
Grayson Shillingford was a right-arm fast bowler who played for Windward Islands from 1967-68 to 1978-79. He toured England with the West Indies team in 1969 and 1973. His best first-class figures were 6 for 49 for the Combined Windward and Leeward Islands team against Trinidad in 1971-72.