Dorothy Quincy (1709-1762) was born in Braintree, Massachusetts. Her vivid, colorful image is among the earliest New England portraits of children. A glimpse of Boston’s urban architecture and three hills (Trimount or Tremont) can be seen in the background. Quincy’s grandson, physician and poet Oliver Wendell Holmes (1809-1894), wrote a poem to this painting, noting that it was deliberately damaged by a British Soldier’s sword on April 19, 1775.