The Country Club has a regulation 18 hole course and a nine hole executive course.
The 18 hole features small greens and wide fairways, with many deep bunkers and two water hazards. When special tournament play occurs and the club needs a championship length course, they combine different holes from each of the courses to create a temporary 7,010 yard course.
Originally founded in 1882, the course was the site of the famous 1913 U.S. Open, won by amateur Francis Quimet over Harry Vardon and Ted Ray in a playoff. The U.S. Open was also played here in 1963 (won by Julius Boros) and in 1988 (won by Curtis Strange). More recently, the Country Club was the site if the 1999 Ryder Cup, known as the Battle at Brookline, which was won in a thrilling comeback by the United States.