In order to escape the bustle of city-life, the family took to visiting Shirley Center, Massachusetts, a quiet village 30 miles from Boston that Benton would continue to visit until his death. In 1888, his brother William purchased an estate in Shirley that the family would come to call "The Cottage". Eight-year-old Benton was immediately enamored with the beauty and freedom of the country, proclaiming he enjoyed it far more than urban existence. Shortly after William died of a sudden respiratory disease in 1889, the family moved to Washington, D.C. An indifferent student, MacKaye once described school as "a place that boys like to run away from". Drawn to the study of the natural world, he often pursued knowledge on his own; he spent much time in the Smithsonian, making sketches of the abundant collections and volunteering to help scientists in their labs. He befriended assistant curator James Benedict, and attended lectures given by Civil War hero John Wesley Powell and arctic explorer Robert Peary.