Great Barrington has Fairview Hospital which is affiliated with Berkshire Health Systems AKA Berkshire Medical Center in Pittsfield, MA.
It has 3 nursing homes-
Fairview Commons, which is also associated with the long term care aspect of Berkshire Health Systems/Berkshire Medical Center/Fairview Hospital.
Timberlyn Heights Nursing and Alzheimers Center, and
Great Barrington Healthcare, both of which are owned by Kindred Healthcare.
If you still need any info, PM me as I used to live in GB and have worked at a couple of those places.