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What to See in Pittsfield - Top Sights and Attractions

Discover 15 hidden attractions, cool sights, and unusual things to do in Pittsfield (United States). Don't miss out on these must-see attractions: Berkshire Museum, Hancock Shaker Village, and Arrowhead. Also, be sure to include Pittsfield Cemetery in your itinerary.

Below, you can find the list of the most amazing places you should visit in Pittsfield (Massachusetts).

Berkshire Museum

Museum in Pittsfield, Massachusetts
wikipedia / Berkshiremuseum / CC BY-SA 3.0

Museum in Pittsfield, Massachusetts. The Berkshire Museum is a museum of art, natural history, and ancient civilization that is located in Pittsfield in Berkshire County, Massachusetts.[1]

Address: 39 South St, 01201-6169 Pittsfield

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Hancock Shaker Village

Village in Massachusetts
wikipedia / John Phelan / CC BY-SA 3.0

Village in Massachusetts. Hancock Shaker Village is a former Shaker commune in Hancock and Pittsfield, Massachusetts. It emerged in the towns of Hancock, Pittsfield, and Richmond in the 1780s, organized in 1790, and was active until 1960. It was the third of nineteen major Shaker villages established between 1774 and 1836 in New York, New England, Kentucky, Ohio and Indiana. From 1790 until 1893, Hancock was the seat of the Hancock Bishopric, which oversaw two additional Shaker communes in Tyringham, Massachusetts, and Enfield, Connecticut.

The village was closed by the Shakers in 1960, and sold to a local group who formed an independent non-profit. This organization now operates the property as an open-air museum. It was added to the National Register of Historic Places and declared a National Historic Landmark District in 1968.[2]

Address: 1843 W Housatonic St, 01201-7513 Pittsfield

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Arrowhead

Museum in Pittsfield, Massachusetts
wikipedia / Daderot. / CC BY-SA 3.0

Museum in Pittsfield, Massachusetts. Arrowhead, also known as the Herman Melville House, is a historic house museum in Pittsfield, Massachusetts. It was the home of American author Herman Melville during his most productive years, 1850–1863. Here, Melville wrote some of his major works: the novels Moby-Dick, Pierre, The Confidence-Man, and Israel Potter; The Piazza Tales; and magazine stories such as "I and My Chimney".

The house, located at 780 Holmes Road in Pittsfield, was built in the 1780s as a farmhouse and inn. It was adjacent to a property owned by Melville's uncle Thomas, where Melville had developed an attachment to the area through repeated visits. He purchased the property in 1850 with borrowed money and spent the next twelve years farming and writing there. Financial considerations prompted his family's return to New York City in 1863, and Melville sold the property to his brother.

The house remained in private hands until 1975, when the Berkshire County Historical Society acquired the house and a portion of the original 160-acre property. The Society restored most of the house to Melville's period and operates it as a house museum; it is open to the public during warmer months. It has been designated a National Historic Landmark and is listed on the National Register of Historic Places.[3]

Address: 780 Holmes Rd, 01201-7152 Pittsfield

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Pittsfield Cemetery

Cemetery in Pittsfield, Massachusetts
wikipedia / Erik617 / CC BY-SA 3.0

Cemetery in Pittsfield, Massachusetts. Pittsfield Cemetery is a historic cemetery at 203 Wahconah Street in Pittsfield, Massachusetts. Established in 1850, it is good example of a rural cemetery, and is the resting ground of many prominent Pittsfield residents, with a number of architecturally significant elements. It also houses a number of Pittsfield's earliest burials, which were relocated here from a cemetery near the city center. The cemetery was listed on the National Register of Historic Places in 2007.[4]

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Colonial Theatre

Theater in Pittsfield, Massachusetts
wikipedia / FastilyClone / Public Domain

Theater in Pittsfield, Massachusetts. The Colonial Theatre is located at 111 South Street, Pittsfield, Massachusetts, in the Berkshire Mountains of western Massachusetts. Built in 1903, the theater was host to many theater greats including George M. Cohan, Sara Bernhardt, John Barrymore, Eubie Blake, Douglas Fairbanks Sr. Billie Burke, John Phillips Sousa and the Ziegfeld Follies.

The theater was designed by Pittsfield architect Joseph McArthur Vance along with J.B. McElfatrick. Its ornate turn-of-the 20th century interior has been well preserved by its various owners.

Although the theater was closed in 1951, its grandeur had been protected through the years by George Miller and his son, Steven. Miller preserved many features of the Colonial during its conversion from a theater to the Miller's Art Supply Store, making it possible to eventually restore the theater back to its earlier grandeur, a process documented in photographer Nicholas Whitman's The Colonial Theatre: A Pittsfield Resurrection.

The Colonial Theatre was named by First Lady Hillary Clinton as a National Historic Treasure in 1998. She later visited the theatre as a U.S. Senator in 2000.

Following this announcement, the community invested more than $22 million to refurbish the 100-year-old Colonial Theatre, one of the only theaters of its kind from the Vaudeville age, described as the "one of the finest acoustical theaters in the world."

The Colonial Theatre Restoration completed work in 2006 and it is now open to the public.

Many notable performers have since performed here, including James Taylor, the Lovin' Spoonful, and other musical and theater acts.[5]

Address: 111 South St, 01201-6174 Pittsfield

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Temple Anshe Amunim

Synagogue in Pittsfield, Massachusetts
wikipedia / Taa1869 / Public Domain

Synagogue in Pittsfield, Massachusetts. Temple Anshe Amunim is a Reform synagogue located at 26 Broad Street in Pittsfield, Massachusetts. The congregation was founded by German Jewish immigrants in 1869 as Orthodox, but adopted Reform practice in 1879. It is the second-oldest Reform congregation in the United States and its temple is the oldest synagogue edifice in Western Massachusetts. In 1904, Anshe Amunim joined the Union of American Hebrew Congregations. It is also affiliated with the Jewish Federation of the Berkshires.[6]

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Park Square Historic District

Park Square Historic District
wikipedia / Kenneth C. Zirkel / CC BY-SA 4.0

The Park Square Historic District is a historic district in Pittsfield, Massachusetts. The district is centered on the historic heart of Pittsfield encompassing a number city blocks adjacent to Park Square, which is at the junction of North, South, East, and West Streets.

When first listed on the National Register of Historic Places in 1975, the district encompassed the park and eight buildings that faced it, including the Old Town Hall, the county courthouse, the Berkshire Athenaeum, and the First Church of Christ. In December 1991, the boundaries were expanded to the area roughly bounded by East Housatonic, South, North and Fenn Streets, and Wendell Avenue, adding 39 buildings to the district. Notable buildings included in this extension include the present City Hall (a repurposed post office building), the Berkshire Life Insurance Company Building, the Allen Hotel, the Berkshire Museum of Art and Natural History, and the Masonic temple.

Pittsfield was settled in the 1740s, and was incorporated as a proprietary settlement in 1753. It was given a town charter in 1761. Park Square, the heart of the city, was laid out in 1790 on land donated by John Chandler Williams. It was located near the town's first colonial meeting house, which was erected in 1762. The square was the site of the nation's first agricultural fair, held in 1810. In the first half of the 19th century, the community began to develop industrially, principally in the area of paper manufacturing. It became a regionally important hub due to its railroad connections in the mid-19th century, and became the shire town of Berkshire County in 1868, spurring further growth. The commercial districts around the square developed in the late 19th century as a result of this growth.[7]

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Silver Lake

Lake in Massachusetts
wikipedia / Environmental Protection Agency / Public Domain

Lake in Massachusetts. Silver Lake is a lake in Pittsfield, Massachusetts that has had environmental concerns and been subject to a clean-up effort by both the city of Pittsfield and the EPA.[8]

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Old Town Hall

Building in Pittsfield, Massachusetts
wikipedia / Ivan Newton / CC BY-SA 3.0

Building in Pittsfield, Massachusetts. The Old Town Hall is a historic building on Park Square in the heart of downtown Pittsfield, Massachusetts. This 1832 building served for 135 years as the center of municipal government. Built in the Federal style to serve as the town hall, it became City Hall when Pittsfield became a city in 1891, serving in that role until 1968. It is the city's oldest municipal building. The hall was listed on the National Register of Historic Places in 1972, and included in the Park Square Historic District in 1975.[9]

Address: 70 Allen St, Pittsfield

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Berkshire Athenaeum

Public library in Pittsfield, Massachusetts
wikipedia / Daderot. / CC BY-SA 3.0

Public library in Pittsfield, Massachusetts. The Berkshire Athenaeum is a public library based on a previously private athenaeum, and now at 1 Wendell Avenue, Pittsfield, Massachusetts in the Berkshires, United States. Like many New England libraries, the Berkshire Athenaeum started as a private organization.

A private Public Library Association was founded in 1850. The name was later changed to the Berkshire Athenæum. Later still, Thomas F. Plunkett, Calvin Martin and Thomas Allen, were "instrumental in forming it into a free library." "In 1874, by means of a bequest from Phinehas Allen, and the gift of building from Thomas Allen, the Berkshire Athenaeum was placed upon a firm foundation."

In 1903, the Berkshire Athenaeum assumed the responsibility for the newly created Berkshire Museum, and was both a public library and museum until the museum spun off in 1932. The Berkshire Athenaeum is now Pittsfield's public library and contains a collection of more than 150,000 items. The library's special collections on local history, genealogy, local author Herman Melville, and other Berkshire authors are some of the best in the northeast.[10]

Address: 1 Wendell Ave, 01201 Pittsfield

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Hebert Arboretum

Park in Pittsfield, Massachusetts
wikipedia / Daderot. / CC BY-SA 3.0

Park in Pittsfield, Massachusetts. The Hebert Arboretum is a new arboretum located at Springside Park in Pittsfield, Massachusetts, United States. The Arboretum displays a diverse collection of trees and other plants in formal landscapes in a natural setting.

The Arboretum was officially established in 1999 to carry out a dream of former Parks Superintendent Vincent Hebert. A master plan was developed by students at the Conway School of Landscape Design in Conway, Massachusetts, and an ecological restoration and landscape design was created for the lower pond area.[11]

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Fontaine's Auction Gallery
facebook / fontainesauction / CC BY-SA 3.0

Art gallery, Museum, Antiques, Shopping

Address: 1485 W Housatonic St, 01201-7511 Pittsfield

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Morewood School

Morewood School
wikipedia / Magicpiano / CC BY-SA 3.0

The Morewood School is a historic one-room schoolhouse at 30 South Mountain Road in Pittsfield, Berkshire County, Massachusetts. Built in 1843, it was converted to a vacation cottage in the 1980s after serving for 130 years as a schoolhouse. It was listed on the National Register of Historic Places in 1984. Originally located on 4 acres around 1825, the lot has been reduced to 1 acre.[12]

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Tyringham Center School

Tyringham Center School
wikipedia / Magicpiano / CC BY-SA 4.0

The Tyringham Center School is a historic schoolhouse at 2 Church Road in Tyringham, Berkshire County, Massachusetts. Built in 1877, it is the town's only surviving 19th-century schoolhouse, and one of Berkshire County's only schoolhouses to survive from the second half of the 19th century. It was listed on the National Register of Historic Places in 2020.[13]

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Berkshire Life Insurance Company Building

Commercial building
wikipedia / John Phelan / CC BY-SA 3.0

Commercial building. Berkshire Life Insurance Company Building is a historic commercial building at 5-7 North Street in Pittsfield, Massachusetts. It is located in the heart of downtown Pittsfield, facing Park Square across North Street. Built in 1868, it is one of a trio of Second Empire buildings designed by Louis Weisbsein, a Boston architect, whose style influenced later construction in the city. The building was listed on the National Register of Historic Places in 1986, and was included in an expansion of Pittsfield's Park Square Historic District in 1991.[14]

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