South Mountain Concert Hall

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 (1.6 ha) around 1825, the lot has been reduced to 1 acre (0.40 ha).

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.

The Charles Whittlesey Power House is a historic house located at 575 South Street in Pittsfield, Massachusetts. Built about 1912, this Tudor Revival house and its landscaped setting are a rare local example of the country house style propounded by the English architect Edwin Lutyens. The house was built for Charles Whittlesey Power, a local businessman who also served one term as mayor of Pittsfield. It was listed on the National Register of Historic Places on August 8, 1997.

Bousquet Mountain is a local ski area serving skiing and snowboarding located on a northern summit of Yokun Ridge in Pittsfield, Massachusetts within the Taconic Mountain Range. It is now owned by Mill Town Capital and shares a Summit pass with Berkshire East and Catamount Ski Area. Snowtubing is also offered with 10 lanes, 100 tubes, a magic carpet, and snowmaking on the tubing hill.

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 (dedicated to nearby Mount Greylock), The Confidence-Man, and Israel Potter; The Piazza Tales (a short story collection named for Arrowhead's porch); 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 (65 ha) 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.

Miss Hall's School is an independent school for grades 9-12 located in Pittsfield, Massachusetts. Founded in 1898 by Mira Hinsdale Hall, a graduate of Smith College, it was one of the first girls' boarding schools established in New England. It is recognized internationally for its experiential leadership curriculum, service and internship programs, and inclusive global community.

WBEC-FM (95.9 MHz) is a commercial station in Pittsfield, Massachusetts. It is owned by Townsquare Media and broadcasts a Top 40 radio format. WBEC-FM has an effective radiated power (ERP) of 1,000 watts. The transmitter is off Alpine Trail in Pittsfield, near South Street (U.S. Route 20).

Temple Anshe Amunim (Hebrew: אנשי אמונים, lit. 'Men of Faith') is a Reform Jewish congregation and synagogue located at 26 Broad Street, in Pittsfield, Berkshire County, Massachusetts, in the United States. The congregation was founded by German Jewish immigrants in 1869 as Orthodox, and adopted Reform practice in 1879. It is the second-oldest Reform congregation in the United States and its temple is the oldest synagogue building 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.

The Eaton, Crane & Pike Company Factory, once the Terry Clock Company Factory is a historic former factory complex in Pittsfield, Massachusetts. Developed over a period of years between 1883 and 1967, the complex was home to one of Pittsfield's major paper concerns, and a significant local employer. Now converted to mixed residential and light industrial use, it was listed on the National Register of Historic Places in 1990.

WBEC (1420 kHz) is a commercial AM radio station broadcasting a talk and sports radio format. It is licensed to Pittsfield, Massachusetts, and is owned by Townsquare Media.WBEC is powered at 1,000 watts. By day, it uses a non-directional antenna. But at night, to protect other stations on 1420 AM, it uses a directional antenna with a two-tower array. Programming is also heard on FM translator W230CP at 93.9 MHz.

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 Philip 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 "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.

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