Old Central High School (Pittsfield, Massachusetts)

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.

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.

The William Russell Allen House is a historic house at 359 East Street in Pittsfield, Massachusetts. Built in 1886, it was the first local design of H. Neill Wilson, and is an important example of Shingle style architecture in Berkshire. It is also a rare surviving reminder of East Street's residential past. It was listed on the National Register of Historic Places in 1980.

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.

Pittsfield High School is a four year comprehensive public high school in Pittsfield, Massachusetts, United States. It serves the city of Pittsfield. The school dates its founding to 1844. It is administered by the Pittsfield Public Schools district and is the oldest of the district's two high schools. Enrollment for the 2014-2015 school year included 916 students. 51% of the student population was female and 49% were male. Students of African American, Asian, Hispanic, Native American, Native Hawaiian, Pacific Islander and Multi-Race, Non-Hispanic ethnicity and heritage comprised 21.8% percent of the student population.

The original Berkshire Athenaeum, now known as the Bowes Building, is a nineteenth century building that still stands on Park Square in Pittsfield, Massachusetts in the Berkshires. Like many New England libraries, the Berkshire Athenaeum started as a private organization. The private Public Library Association was founded in 1850. The group's 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". The Berkshire Athenaeum is now also known as the Pittsfield Public Library at 1 Wendell Avenue in Pittsfield, containing a collection of more than 150,000 items. The library's special collections on local history, genealogy, author Herman Melville and other local authors are some of the best in the northeast.

Providence Court, previously St. Luke's Hospital, is a historic former hospital building at 379 East Street in Pittsfield, Massachusetts. The Colonial Revival building was constructed in 1926, and was the first Roman Catholic hospital in Berkshire County. St. Luke's merged with Pittsfield General Hospital in 1967 to form Berkshire Medical Center, in the nation's first mergers between religious and non-sectarian hospitals. The building was converted into elderly housing in 1978–1981. It was listed on the National Register of Historic Places in 1987.

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.

Saint Joseph Central High School was a private, college preparatory, Roman Catholic high school in Pittsfield, Massachusetts. Saint Joseph offered a co-educational intensive college preparatory curriculum to students in grades 9 through 12. SJCHS had a strong international student community with students from Korea, China, Austria, and Spain, but did not offer boarding facilities. International students live with local host families. Former principal Francis X. Foley announced his resignation in June 2013, and has been replaced with Dr. Amy Gelinas. The School closed in June 2017.

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 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.