Born in Winnipeg in 1909, Winters received his art training under Lemoine Fitzgerald at the Winnipeg School of Art. He moved to Toronto in 1937 where he established the advertising firm of Wookie, Winter and Bush. He exhibited his work widely, including 19 exhibitions at Roberts Gallery, Toronto beginning in 1959. He was member of the Royal Canadian Academy and the Ontario Society of Artists. Today, classified as a Canadian post-war modernist, he is best known for his paintings of children. His work is housed in museum collections across Canada and abroad, including the National Gallery of Canada and the Art Gallery of Ontario. He died in England in 1996.