The Upper Montclair Country Club is split into three separate golf courses: the South/East, East/West, and West/South. The three nine-hole courses are played in three eighteen-hole combinations with narrow fairways and excellent greens. Water hazards come into play on four of the twenty-seven holes and sand bunkers are spread throughout the courses. The courses were recently redesigned by A.W. Tillinghast. The country club has also hosted the Senior PGA Tour’s Cadillac/NFL Classic for several years.