West Stockbridge is a town in Berkshire County, Massachusetts, United States. It is part of the Pittsfield, Massachusetts Metropolitan Statistical Area. According to the United States Census Bureau, the town has a total area of 18.6 square miles (48.3 Square Kilometer), of which, 18.5 square miles (47.9 Square Kilometer) of it is land and 0.2 square miles (0.4 Square Kilometer) of it (0.86%) is water. West Stockbridge is bordered on the north by Richmond, on the east by Stockbridge, on the south by Great Barrington, on the southwest by Alford, and on the west by Austerlitz and Canaan, New York. West Stockbridge is eleven miles south-southwest of Pittsfield, Massachusetts, fifty miles west-northwest of Springfield and 132 miles west of Boston.