Pittsfield State Forest

Berkshire Community College is a public community college in Berkshire County, Massachusetts with its primary campus in Pittsfield. It also has a satellite campus in Great Barrington and classroom spaces in the city of Pittsfield. Established in the 1960s, it is the oldest college founded by the Massachusetts Community Colleges Executive Office.More than 3,000 students enroll annually in BCC's academic programs, which include associate degrees, certificate programs, and transfer programs. An additional 5,200 enroll in noncredit or workforce development courses. The majority of students are from Massachusetts, with 96% coming from Berkshire County. The student body is 61% female and nearly half of enrolled students are 23 years old or older. Berkshire Community College has been accredited by the New England Association of Schools and Colleges since 1964.

The Taconic Skyline Trail is a 12.1 mi (19.5 km) multi-use trail in the Taconic Mountains of Berkshire County, Massachusetts. The trail extends from U.S. Route 20 in Hancock, Massachusetts, less than 1 mi (1.6 km) east of the New York border, north along the ridgecrest of the Taconic Range within Pittsfield State Forest and officially ending at Brodie Mountain Road on the Hancock/ Lanesborough town line. Originally built as a hiking trail, the Taconic Skyline Trail sees heavy use by all-terrain vehicles and snowmobiles and is now officially maintained for primarily motorized use. The trail is used less frequently for mountain biking but is no longer recommended for hikers, who are encouraged to use the parallel, non-motorized Taconic Crest Trail. However, the trail is still open to hikers. Recent grants through the Massachusetts DCR's Commonwealth Connections project have provided 40,000 dollars to ATV clubs for trail surface rehabilitation. Forest types the Taconic Skyline Trail are mixed oak-hickory forest and northern hardwood forest with alkaline-loving plant communities, and red spruce/ balsam fir stands on the higher summits. The geology is thrust faulted metamorphic rock over younger sedimentary rock.

Hillcrest Hospital is a 77-bed general hospital located at 165 Tor Court, Pittsfield, Massachusetts. It was founded in 1908 by Dr. Charles Harper Richardson, who saw the need for a surgical hospital in the community. This was the 2nd hospital in Pittsfield at the time.Hillcrest moved to its current location in 1951. In 1996 Hillcrest Hospital merged with Berkshire Medical Center, and is now (2021) the Hillcrest Campus of BMC.

WBRK-FM (101.7 MHz, "Star 101.7") is a commercial FM radio station in Pittsfield, Massachusetts. It is owned by WBRK, Inc. and broadcasts a hot adult contemporary radio format.

WRRS-LP (104.3 FM) is a radio station licensed to Pittsfield, Massachusetts, United States. The station serves the Pittsfield area and is currently a program of United Cerebral Palsy of Berkshire County.

Onota Lake is located in Pittsfield, Massachusetts. It is 617 acres (2.50 km2) in area, located entirely in the City of Pittsfield and is owned by it. It is divided into north and south basins due to the old roadway that marked to north end with minimal water exchange between them and empties via Onota Brook which flows southeast into the West Branch of the Housatonic River in Pittsfield. The "cottagers" of the late 19th century and early 20th century built large summer mansions along its shores. Onota Lake is popular for fishing, swimming, water skiing, jet skiing, and sailing. It is home to the famous Pittsfield event "Live on the Lake", a summer concert series consisting of local bands. Camp Winadu is located along its shores. The Williams Ephs men's and women's crews row on the lake.

Taconic Vocational High School is a vocational high school in Pittsfield, Massachusetts, United States. Taconic was built in 1968 and opened in 1969, which serves as a high school of choice for students in Pittsfield. The school's primary focus is on vocational training and it offers such courses as auto mechanics, printing, drafting, electronics, carpentry, and others. In May 2016, J. H. Maxymillian Inc. broke ground on a $120.8 million plan to construct a new Taconic High School at the same location. The new building was completed in time for the start of the 2018 school year and the old school was demolished upon completion of the new one. An expanded parking lot and soccer field were built where the old school stood in 2019. The new building covers 246,520 square feet. Along with Pittsfield High School, it is one of two high schools in the Pittsfield Public School system. In March 2022, the Taconic Braves were renamed as the Thunder.

Poppy Mountain, 2,311 feet (704 m), sometimes identified as Pease Ridge, its northwest descending crest, is a prominent peak in the Taconic Mountains of western Massachusetts. The mountain is located in Pittsfield State Forest and is traversed by the 35 mi (56 km) Taconic Crest hiking trail. The overgrown summit is wooded with northern hardwood forest species. The summit and west side of Poppy Mountain is located within the town of Hancock and the eastern slopes within Lanesborough. It has several sub-peaks: Pease Ridge, a descending northwest ridgeline with a prominent knob 1,870 feet (570 m), two low spurs off the main summit 1,930 feet (590 m) and 2,250 feet (690 m), and an eastern summit 2,150 feet (660 m), occasionally confused with nearby Potter Mountain in older hiking guidebooks. The Taconic Range ridgeline continues north from Poppy Mountain as Potter Mountain (also known as Jiminy Peak), south as Honwee Mountain, and west across the Wyomanock Creek valley as Rounds Mountain. The west side of the mountain drains into Kinderhook Creek, the Hudson River and Long Island Sound. The east side drains into Daniels Brook and Churchill Brook, thence into Onota Lake, the Housatonic River, and Long Island Sound.

WUPE (1110 kHz) is a commercial AM radio station in Pittsfield, Massachusetts. It is owned by Townsquare Media and it simulcasts the classic hits format of 100.1 WUPE-FM. WUPE serves the Berkshire Mountains area. The station is a daytimer and must sign off the air at sunset, according to Federal Communications Commission rules. By day, WUPE transmits with 5,000 watts, using a directional antenna, but because 1110 AM is a clear channel frequency reserved for KFAB Omaha and WBT Charlotte, WUPE must be off the air at night, when radio waves travel further. Programming is also heard in Pittsfield on FM translator W277CJ at 103.3 MHz. That gives listeners three spots on the dial to hear WUPE, AM 1110, FM 100.1 and FM 103.3.

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.

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.

Pilgrim Memorial Church and Parish House is an historic church and parsonage at 249 Wahconah Street in Pittsfield, Massachusetts. The church was designed by H. Neill Wilson, and was completed in 1897. It is a good local example of Gothic and Romanesque architecture, and was the first church built to serve the mill workers in the city's north end. The property was listed on the National Register of Historic Places in 2005. The present church congregation is Presbyterian.