Winston has exhibited his work consistently since the 1960s,  From early on in his career, Winston’s work has won recognition and awards, such as the British Prix de Rome in 1971, a DAAD (German Academic Exchange Service) Fellowship to Berlin in 1976, and a Guggenheim Fellowship in 1978.

His paintings are in several public and private collections, including Tate Britain, the British Museum, The Brooklyn Museum, The Arts Council of Great Britain, Sinclair Research Limited (United Kingdom), Victoria and Albert Museum, John Simon Guggenheim Memorial Foundation, Sprint World Headquarters Campus, and Her Majesty’s Military Government (Berlin, Germany).

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