As an educator, Wines originally held adjunct positions at the New School for Social Research (1963–65) and a number of other institutions. In 1974, he taught as an Associate Professor of Fine Art in the New York University Department of Art and Arts Professions. This was followed by visiting professorships at Dartmouth College, the University of Wisconsin, New Jersey School of Architecture, and Cooper Union Design Center. He was chair of the Environmental Design department at Parsons School of Design from 1984 to 1990. After teaching at Domus Academy in Italy and at the University of Oklahoma, he became a professor of architecture at Pennsylvania State University in 1999.