An alleged 1969 encounter with a UFO put this town on the paranormal map.
Made up of two villages and a varying landscape that includes floodplains, wetlands, fields, and mountain slopes, Sheffield is practically the postcard for bucolic New England towns. It’s the oldest town in the county, founded in 1724, and sticks close to its agricultural roots. Only 2.5 hours from New York City, it’s a favorite of second-home owners and professionals who frequently commute in to the city. Sheffield has a small business district, as well as a growing arts scene. It’s also widely known as one of the hottest antiquing spots in the area.
The former home of Colonel John Ashley, one of the town founders and a supporter of the American Revolution. It was also the home of the slave Elizabeth Freeman, or Mum Bett, who sued Ashley for her freedom and won—and helped end slavery in Massachusetts.
Off the beaten path, ruggedly beautiful, and filled with mountain vistas and 800 species of plants, this preserve has a unique landscape. Based on a 100-foot-high bedrock outcropping, it features hiking paths that wind through two rocky knolls, forests, and flat land.