Born in Milwaukee, Wescott studied at the Art Institute of Chicago and later at the Pennsylvania Academy of the Fine Arts, where he received the Cresson Travel Scholarship in 1930. He exhibited frequently at the Corcoran Gallery of Art, the National Academy of Design, the Philadelphia Museum of Art and the Metropolitan Museum of Art. Wescott frequently captured the rolling hills of Pennsylvania, including the rural surroundings of Chester County, just outside Philadelphia. In this work, one can see strains of modernism and an emphasis on the dramatic structure of the sky.