The preliminary sketches for 'Sienese Landscape' were executed during the Easter of 1959. Weight had spent a week with the artist Leonard Rosoman at the Villa Solario, Malatrasca, which is situated about four miles outside Siena. Weight painted the landscape periodically between 1959 and 1963. 'Sienese Landscape' was originally larger than its present dimensions. Weight reduced the canvas size and redesigned the image in 1963.