Berkshire School

Mount Everett is the highest peak in the south Taconic Mountains, rising about 2,000 feet above its eastern footings in Sheffield, Mass. Its summit area is notable for expansive vistas and an unusual dwarf forest of pitch pine and oak. The Appalachian Trail traverses Mount Everett, which prior to the 20th century was called "Dome of the Taconics." Reaching 2,602 feet (793 meters) above sea level, Everett dominates much local scenery of the Housatonic Valley.

Mount Everett State Reservation is a public recreation area in the towns of Mount Washington and Sheffield, Massachusetts, that offers panoramic views of Massachusetts, Connecticut, and New York from the summit of 2,624-foot (800 m) Mount Everett. The reservation abuts Jug End State Reservation and Wildlife Management Area; Bash Bish Falls State Park and Mount Washington State Forest lie to the west. All are managed by the Massachusetts Department of Conservation and Recreation.

The Westover–Bacon–Potts Farm is a historic farm along Massachusetts Route 41 in Egremont, Massachusetts. Built beginning in 1744 on 150 acres (61 ha) of land, it is one of the best-preserved farmsteads of the period in Berkshire County. It was listed on the National Register of Historic Places in 1990. Until 2019, the property was owned by the Appalachian Trail Conservancy and was named the Kellogg Conservation Center. In 2019, Greenagers acquired the property "for a nominal sum" and renamed it the April Hill Conservation & Education Center.

Mount Race, 2,365 feet (721 m), is a mountain in Berkshire County, Massachusetts. It shares many characteristics with the slightly higher Mount Everett about a mile to the north. Part of the Taconic Mountains, Race is known for its waterfalls, an eastern escarpment of nearly 2,000 feet, and expansive views. The Appalachian Trail crosses its summit, which has an open forest of dwarf pitch pine and scrub oak.

The South Egremont Village Historic District encompasses most of the village of South Egremont, Massachusetts, a well-preserved village whose architecture has seen relatively little alteration since the 1840s. It is located along Massachusetts Route 23 in the plains east of the Taconic Mountains. The district was listed on the National Register of Historic Places in 1984.

Jug End State Reservation and Wildlife Management Area is a public recreation area located in the towns of Egremont and Mount Washington, Massachusetts. The reservation occupies the site of the former Jug End Barn resort, which has been allowed to return to a natural state. Mount Everett State Reservation is adjacent to the south. It is managed by the Department of Conservation and Recreation.

Mount Washington is a town in Berkshire County, Massachusetts, United States. It is part of the Pittsfield, Massachusetts Metropolitan Statistical Area. The population was 160 at the 2020 census, making it the least populous town in Berkshire County and, after Gosnold and Monroe, the third least populous in Massachusetts. The name of the town is a tribute to George Washington, who at the time of incorporation was Commander-in-Chief of the Continental Army during the American Revolutionary War.

The Benjamin Osborn House was a historic house off West Street in Mount Washington, Massachusetts. Built about 1759, it was a modest vernacular Georgian Cape style house. It was notable as a site where Shaker founder Mother Ann Lee stayed in 1781. The house was listed on the National Register of Historic Places in 1987. It was owned by the state, and located in Mount Washington State Forest.

The General John and Mary Fellows Farmstead is a historic farm property at 1601 Barnum Road in Sheffield, Massachusetts. Its farmhouse, dating to the 1760s, was home to American Revolutionary War general John Fellows. The property was listed on the National Register of Historic Places in 2018.

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. The former resort town includes the village of Ashley Falls, and is bordered by various other towns and villages, such as Egremont and Great Barrington. Its southern border is the Massachusetts-Connecticut state line,

The Sheffield Plain Historic District encompasses the original 18th-century village center of Sheffield, Massachusetts, United States. The linear district extends southward about 0.5 miles (0.80 km) from the junction of United States Route 7 and Cook Road, where the original town common is located. The district was primarily developed in the mid-18th and early 19th centuries. It was listed on the National Register of Historic Places in 1988.

The Old Covered Bridge, also known as the Upper Sheffield Covered Bridge, is a covered bridge on Covered Bridge Lane in Sheffield, Massachusetts. It is a replica of an 1837 lattice truss bridge that was destroyed by fire in 1994. At the time of its destruction it was the oldest covered bridge in Massachusetts. The bridge was listed on the National Register of Historic Places in 1978. The bridge is open to pedestrians.