George Washington's portraitist was Gilbert Stuart and Rembrandt Peale. Gilbert Stuart was an American painter who painted over 1, 000 portraits of prominent figures, including George Washington. He is best known for his unfinished portrait of Washington, which is featured on the one-dollar bill. Rembrandt Peale was an American artist and museum keeper. He was a prolific portrait painter, and painted several portraits of George Washington. He was also the first to paint Washington from life.