Old Curtisville Historic District

Citizens Hall is a historic municipal building at 13 Willard Hill Road in Interlaken, a village of Stockbridge, Massachusetts. Built in 1870 as a schoolhouse and community meeting center, it is a well-preserved local example of Second Empire architecture. The hall was listed on the National Register of Historic Places in 1972, and included as a contributing property in the Old Curtisville Historic District in 1976. It now houses Berkshire Art Center (IS183, INC).

The DeSisto School were a pair of therapeutic boarding schools founded by Michael DeSisto, DeSisto at Stockbridge School in Massachusetts (from 1978 to 2004) and the DeSisto at Howey School in Florida (1980 to 1988). It closed in 2004 amid allegations by state authorities that the school endangered the health and safety of its students.

Stockbridge School was a progressive co-educational boarding school for adolescents near the Interlaken section of Stockbridge, Massachusetts and which operated from 1948 to 1976.

Berkshire Country Day (BCD) is an independent school for pre-schoolers through eighth grade. It is located at 55 Interlaken Road/Route 183 in Berkshire County, Massachusetts near the town of Lenox.

The Berkshire Botanical Garden, is a 15-acre (6.1 ha) botanical garden in Stockbridge, Massachusetts, United States. Its collections contain over 3,000 species and varieties, with an emphasis on plants that thrive in the Berkshires. The Garden was founded in 1934 as the Berkshire Garden Center, and its public display gardens are among the oldest in the United States.

Oronoque was built as the country home of Birdseye Blakeman, Esq., and is located in Stockbridge, Massachusetts. The building was designed by William Henry Miller and built by Powers & Sons, Rochester. The house exterior was built to resemble a royal hunting lodge. The 12 acre grounds were landscaped by Nathan Franklin Barrett.

Stockbridge Bowl, also known as Lake Mahkeenac, is a 372-acre (1.51 km2) artificially impounded body of water that is 2.5 miles (4 km) north of the village of Stockbridge, Massachusetts. Above the lake's north side with sweeping views to the south is Tanglewood, the summer home of the Boston Symphony Orchestra.

The Norman Rockwell Museum is an art museum in Stockbridge, Massachusetts, United States, dedicated to the art of Norman Rockwell. It is home to the world's largest collection of original Rockwell art. The museum also hosts traveling exhibitions pertaining to American illustration.

Shadow Brook Farm Historic District is located in Stockbridge, Massachusetts. It is a historic district that includes six re-purposed farm buildings related to the former 'Shadowbrook' mansion destroyed by fire in 1956. Designed by architect H. Neill Wilson with landscaping by Frederick Law Olmsted, the mansion and farm buildings were built for Anson Phelps Stokes in 1893. Andrew Carnegie acquired Shadowbrook in 1917 and died there in 1919. It served as a Jesuit novitiate from 1922 until 1970. Following the fire, a non-equivalent structure of the same name took its place and currently is home to the Kripalu Center. Today the historic district primarily encompasses Berkshire Country Day School, which acquired its campus from the Stokes family in 1963. The historic district was added to the National Register of Historic Places in 1988.

Stockbridge is a town in Berkshire County in Western Massachusetts, United States. It is part of the Pittsfield, Massachusetts, Metropolitan Statistical Area. The population was 2,018 at the 2020 census. A year-round resort area, Stockbridge is home to the Norman Rockwell Museum, Naumkeag, a public garden and historic house, the Austen Riggs Center (a psychiatric treatment center), and Chesterwood, home and studio of sculptor Daniel Chester French.

Naumkeag is the former country estate of noted New York City lawyer Joseph Hodges Choate and Caroline Dutcher Sterling Choate, located at 5 Prospect Hill Road, Stockbridge, Massachusetts. The estate's centerpiece is a 44-room, Shingle Style country house designed principally by Stanford White of McKim, Mead & White, and constructed in 1885 and 1886. The estate is noted for its large gardens, which were designed in the mid-20th century by noted landscape designer Fletcher Steele in conjunction with Mabel Choate. A National Historic Landmark District, Naumkeag is now owned by The Trustees of Reservations, who operate it as a nonprofit museum.

The "Sedgwick Pie" is a cemetery plot in the United States. It is the family burial plot of the Sedgwick family in Stockbridge Cemetery, Stockbridge, Massachusetts, and gets its nickname from its shape and layout.