Mount Sherrill stands within the watershed of the Hudson River, which drains into New York Bay. The northern slopes of Mt. Sherrill drain via Bennett Brook and Newton Brook into the West Kill, then into Schoharie Creek, the Mohawk River, and, finally, the Hudson River. The west side of Mt. Sherrill drains into Bushnellsville Creek, thence into Esopus Creek, and the Hudson River. The southeast side of Mt. Sherrill drains through Peck Hollow into Esopus Creek.