Joseph Scelsi Intermodal Transportation Center

The Wollison–Shipton Building is a historic commercial block located at 142-156 North Street in Pittsfield, Massachusetts. Designed by architect H. Neil Wilson, it was built in 1888 when the area north of Park Square developed as a commercial and retail part of downtown Pittsfield.

The Old Central Fire Station is a historic fire station at 66 Allen Street in Pittsfield, Massachusetts. Built in 1895, it is the city's oldest surviving fire station, and a prominent local example of Romanesque architecture. The station was listed on the National Register of Historic Places in 1977, and was included in an expansion of Pittsfield's Park Square Historic District in 1991. It now houses offices.

Samuel Harrison House is a historic house at 82 Third Street in Pittsfield, Massachusetts. Built about 1850, it was for many years home to Rev. Samuel Harrison, a regionally-prominent African-American minister (1818–1900) who served as chaplain to the 54th Massachusetts Infantry Regiment during the American Civil War. It was listed on the National Register of Historic Places in 2006.

The Frank Howard Building is a commercial building at 124–132 Fenn Street and 67–71 Federal Street in Pittsfield, Massachusetts. The 1916 Classical Revival building was designed by Joseph McArthur Vance, a prominent local architect, and is the best preserved of his works. It was listed on the National Register of Historic Places in 2012.

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.

The Upper North Street Commercial District is a historic district on the north side of downtown Pittsfield, Massachusetts, United States. Representing an expansion of Pittsfield's historic downtown area northward from Park Square in the late 19th century, the district encompasses primarily commercial buildings fronting on North Street between Columbus and Madison Avenues on the west side, and between Eagle and Maplewood Avenues on the east side. The notable exceptions are the Berkshire Eagle building, located on Eagle Street next to Sottile Park, and the St. Joseph's Church complex. The district features Colonial Revival and Renaissance style architecture. It was added to the National Register of Historic Places in 2002.

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.

The Allen Hotel is an historic hotel building in Pittsfield, Massachusetts. Built in 1915 and first operated as the Park Hotel, it is a significant local example of Renaissance Revival architecture, designed by the prominent local architect Joseph McArthur Vance. It was individually listed on the National Register of Historic Places in 1975, and included in an expansion of Pittsfield's Park Square Historic District in 1991. It no longer houses a hotel, and has been repurposed for other uses.

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.

The Berkshire Natural Resources Council (BNRC) is a non-profit land conservation and environmental advocacy organization formed in 1967 that protects and maintains more than 50 properties and 10,000 acres (4,000 ha) of conservation restrictions around the Berkshires in western Massachusetts. The mission of the BNRC is "to protect and preserve the natural beauty and ecological integrity of the Berkshires for public benefit and enjoyment."BNRC has been active in preserving natural landscapes and resources on Mount Greylock, Yokun Ridge, and the South Taconic Range. It maintains hiking trails at its Steven's Glen preserve in West Stockbridge, Basin Pond in Lee, Olivia's Lookout in Lenox, and Bob's Way in Monterey, Massachusetts. It has also been active in advocating for environmental protection and remediation of the Housatonic River watershed.

Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. It is the principal city of the Pittsfield, Massachusetts Metropolitan Statistical Area which encompasses all of Berkshire County. Pittsfield’s population was 43,927 at the 2020 census. Although its population has declined in recent decades, Pittsfield remains the third-largest municipality in Western Massachusetts, behind only Springfield and Chicopee.In 2017, the Arts Vibrancy Index compiled by the National Center for Arts Research ranked Pittsfield and Berkshire County as the number-one medium-sized community in the nation for the arts.

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