Nestled within a beautifully undulating landscape, Whippoorwill Club stands out as one of the premier golf courses in Westchester County. Initially crafted as a nine-hole layout by Donald Ross, located near the clubhouse on one side of Whippoorwill Road, the course expanded when Charles Banks was allotted additional land across the road. This expansion introduced the current holes 4-9 and 12-14. Today, the course is rich in captivating design elements, featuring deep bunkers and intricate green complexes that compete with some of the finest courses in the region.