There are 4 golf courses in Chestnut Hill, Massachusetts and 1 is a municipal course. There are also another 93 golf courses within 20 miles of Chestnut Hill, including 22 public, 29 municipal and 41 private courses. The oldest course in the Chestnut Hill area is the The Country Club which was designed by Wiiliam S Flynn and. The longest course is Boston Golf Club, which is 7,020 yards. Winthrop Golf Club is rated the best course near Chestnut Hill.