Beaupré Performing Arts Center

The National Shrine of The Divine Mercy is a Catholic shrine located in Stockbridge, Massachusetts. The priests and brothers of the Congregation of Marian Fathers of the Conception of the Most Blessed Virgin Mary have resided on Eden Hill in Stockbridge, since June 1944. Father Walter Pelczynski, MIC, with the assistance of local clergy and friends of the Marian community, initially purchased 50 of the 370 acres (1.5 km2) that constituted the "Eden Hill" estate in November, 1943. The house was to serve as the novitiate for a newly formed province. An image of "The Divine Mercy" was enshrined in one of the small chapels where the members of the community prayed daily a perpetual novena to the Divine Mercy. Pilgrims began to arrive the very next spring to celebrate the Feast of The Divine Mercy (the Sunday after Easter). By the end of World War II in 1945, pilgrims in growing numbers came to offer thanksgiving for graces received through the Divine Mercy message and devotion. They urged the Marians to build a shrine to Jesus, The Divine Mercy, as a votive of thanks. The Fathers decided to accede to the requests since there was also a need for a larger chapel to accommodate a growing community. The construction of the present Shrine began in 1950 and was completed and solemnly dedicated by Springfield Bishop Christopher Weldon in 1960. In 1996, the United States Conference of Catholic Bishops declared it a National Shrine in accord with Church law. The National Shrine has drawn thousands of pilgrims from around the world.

The Stockbridge Casino is a historic building at the junction of East Main Street and Yale Hill Road in Stockbridge, Massachusetts. Built in 1887, it is a prominent local work of architect Stanford White, and has served as a cultural center in the community since its construction, despite being moved in 1928. Now a part of the grounds of the Berkshire Theatre Festival, the building was added to the National Register of Historic Places in 1976.

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 Foxhollow School was a private boarding school for girls. Founded by Aileen M. Farrell in 1930 on the Foxhollow Farm in Rhinebeck, New York. The school was moved to the Lenox, Massachusetts former estate of the Alfred Gwynne Vanderbilt family. The school expanded to the neighboring property, The Mount. Miss Farrell was a British citizen and Oxford University graduate, who never sought American citizenship. She led the school for forty years until 1970. The school closed in 1976 and the property became an inn. In 2017, it was announced the building would be converted to luxury apartments.Foxhollow School was one of several private secondary schools in the vicinity that occupied the properties of Gilded Age estates to close in the 1970s. These schools included Stockbridge School, Windsor Mountain School, Lenox School for Boys and Cranwell Preparatory School. The costs of maintaining these grand Berkshire Cottages and their sprawling grounds was one of the contributing causes of their closures.

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.

Williams High School was a public high school located in the town of Stockbridge in the Berkshire Hills of western Massachusetts. Its history evolved from the town's earliest schools founded before and shortly after the American Revolutionary War. Students from Stockbridge, its small villages of Interlaken, Glendale and Larrywaug, and from the nearby town of West Stockbridge attended Williams High School. In April 1968 the school closed, when its students transferred to a new regional high school located in the town of Great Barrington.

The Red Lion Inn in Stockbridge, Massachusetts is one of the Historic Hotels of America of the National Trust for Historic Preservation. The main building of the inn offers 82 guest rooms. In addition to the inn itself, the hotel operates nearby guest houses and other properties as alternative lodging options.

The Austen Riggs Center is a psychiatric treatment facility in Stockbridge, Massachusetts. It was founded by Austen Fox Riggs in 1913 as the Stockbridge Institute for the Study and Treatment of Psychoneuroses before being renamed in honor of Austen Riggs on July 21, 1919.

Merwin House, also known as Tranquility, is a house located at 14 Main Street, Stockbridge, Massachusetts, USA. It is now a non-profit museum operated by Historic New England and sometimes open to the public. An admission fee is charged. The original brick, Federal-style house was constructed c. 1825 by the Dresser family, who sold it to William and Elizabeth Doane of New York City as a summer home in 1875. They doubled its size by adding a shingle-style ell, and also remodeled its interior. It was donated to the public by the Doanes' daughter, Vipont Merwin, who was born in the house in 1878 and died there in 1965. The property was acquired by Historic New England in 1966, whereupon it became a museum.The house currently reflects furnishings and a lifestyle of the late 19th century, with period antiques and items collected during world travel.

The Merrell Tavern, known more recently as the Merrell Inn, is a historic tavern at 1565 Pleasant Street (Massachusetts Route 102) in South Lee, Massachusetts. Built in 1794 as a residence, it has served for most of two centuries as a local traveler's accommodation, and retains fine Federal period architectural details. > It was added to the National Register of Historic Places in 1972. It continues to serve its historic function, and is now operated as a bed and breakfast inn.

The Mission House is an historic house located at 19 Main Street, Stockbridge, Massachusetts. It was built between 1741 and 1742 by a Christian missionary to the local Mahicans. It is a National Historic Landmark, designated in 1968 as a rare surviving example of a colonial mission house. It is now owned and operated as a nonprofit museum by the Trustees of Reservations.The town of Stockbridge was established in the late 1730s as a mission community to the Mahicans. John Sergeant was the first missionary, formally beginning his service in 1735. His first house, built in the valley where the Indians lived, has not survived; this house was built in the white community on the hill above the town following his marriage in 1739. It remained in the Sergeant family until the 1870s, and survived Gilded Age developments of the late 19th century. In the 1920s the house was purchased by Mabel Choate, owner of the nearby Naumkeag estate, and moved down into the valley. She and landscape designer Fletcher Steele restored the building, furnished it with 18th century pieces, and designed gardens to Steele's vision of what a colonial landscape might have been. Choate opened the house as a museum in 1930, and donated it (and eventually Naumkeag as well) to the Trustees of Reservations, who operate both properties as museums.

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.