Driving from Sheffield, Massachusetts to North Canaan, Connecticut, USA

Sheffield is a town in Berkshire County, Massachusetts, United States. It is part of the Pittsfield, Massachusetts, Metropolitan Statistical Area. The population was 3,327 at the 2020 census. Sheffield is home to Berkshire School, a private preparatory school. North Canaan is a town in Litchfield County, Connecticut, United States. The population was 3,211 at the 2020 census. The town center is still called "Canaan", being the main town center of the old town of Canaan prior to North Canaan splitting off as its own town. -Wikipedia