Rupert Scotland (2 September 1937 – 7 June 2012) was an Antiguan-born Bermudian cricketer.
He was a right-handed batsman and a right-arm medium pace bowler.
He played the inaugural first-class match for the Leeward Islands, against Jamaica in 1958, and later played in the inaugural first-class match for Bermuda, against New Zealand in 1972.He died following a long illness on 7 June 2012.
His son Cleon Scotland played List A cricket for Bermuda.