The preserve includes two rocky knolls for which the property is named (the Cobbles), as well as floodplain along the Konkapot and Housatonic Rivers, working hayfields and pastures, meadows, and Hurlburt's Hill, an open hilltop with a panoramic view of The Berkshires, the Taconic Mountains, and the Housatonic River Valley. The property has been owned and managed by the non-profit conservation organization The Trustees of Reservations since 1946. Hiking trails and an interpretive center and museum are located on the preserve. Rangers and staff lead guided canoe trips on the Housatonic River in season.