#1.
405 S Main St, Lanesboro, Massachusetts 01237, United States
This demanding course has a very scenic view of Mount Greylock. The course was built on rolling terrain, features tree-lined ... More on Golf.com
Once at the top, however, you are rewarded with the most spectacular views of the Berkshires; short of being in an airplane. More on GolfReview

#2.
303 Crane Ave, Pittsfield, Massachusetts 01201-1701, United States
General Electric Athletic Assn is a 9-hole regulation length golf course in Pittsfield, Massachusetts. This short layout will reward good shots and provide a fun golf outing for everyone. Online te... More on TheGolfCourses.net
This is a nice, playable nine-hole course with some great views . More on GolfReview

#3.
15 Orchard Rd, Dalton, Massachusetts 01226, United States
This course features water hazards coming into play on at least twelve holes. The large greens are fast, and the narrow fairways are tree lined. Geoffrey ... More on Golf.com
The view from the 1st tee is spectacular. More on GolfReview

#4.
500 Benedict Rd, Pittsfield, Massachusetts 01201-2925, United States
Berkshire Hills Country Club is an 18-hole regulation length golf course in Pittsfield, Massachusetts. This medium-length layout has 3 sets of teeboxes for a fun, but challenging golfing experience... More on TheGolfCourses.net
This course is very hilly with a beautiful view of the mountains. The fairways are lined with oak and pine trees, and the ... More on Golf.com

#5.
Kirkwood Drive Pittsfield, MA 01201
Scenic 18-hole par 70 public golf course on 100+ acres. Great layout. Reasonable rates & twilight rates. ... More on uptake_content
Some nice views and probably the best value /quality of play in the area. More on GolfReview
