The southwest end of Saddleback drains into Saddleback Brook, then into Silver Lake, and the West Branch of the Pleasant River. The northwest side of Saddleback drains into Big White Brook, then into Silver Lake.
The southwest end of Saddleback flows into Saddleback Brook, which then merges into Silver Lake and continues as part of the West Branch of the Pleasant River. Simultaneously, the northwest side of Saddleback drains into Big White Brook, both eventually reaching Silver Lake.