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  1. Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, [2] 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. [3]

    • Even old is new again. “The Berkshire Museum was the only thing that kept downtown Pittsfield alive in the dark old days,” executive director Stuart Chase says, only half joking.
    • Street life is back. Old-timers reminisce about North Street on Thursday nights, when people walked shoulder to shoulder with paychecks burning holes in their pockets.
    • There are fun places to hang out. Also on North Street, Bellissimo Dolce has a classic see-and-be-seen scene with vast plate-glass windows and big mirrors.
    • Something’s cooking. The Lantern, a classic American bar and grill with local art on the walls and ’40s jazz on the sound system, serves an exceptional burger.
    • Herman Melville’s Arrowhead
    • Hancock Shaker Village
    • Berkshire Museum
    • Downtown Pittsfield
    • Barrington Stage Company
    • Bousquet Mountain
    • Lake Onota
    • Colonial Theatre
    • Pittsfield State Forest
    • Ashuwillticook Rail Trail

    Author Herman Melville’s (1819-1891) most productive years were spent at this house in the south of Pittsfield. During his time at Arrowhead from 1850 to 1863, Melville finished Moby-Dick (1851), and wrote Pierre (1852) and The Confidence-Man (1857), before selling up to his brother and moving with his family to New York City. The house dates back ...

    On 750 acres in the southwest of Pittsfield is a preserved Shaker commune that was active from the late 18th century to 1960. Now a living history museum, the village is still part of a working farm, the oldest in the Berkshires, with extensive fruit and vegetable gardens and heritage-breed domestic animals. There are 20 marvelous historic building...

    Looking like a Roman villa on South Street, the Berkshire Museum was founded by the newspaperman Zenas Crane, opening in 1903. In the style of museums from that time, this attraction is a multifaceted cabinet of curiosity, zipping from fine art to engineering, natural history, zoology and ancient civilization. There are more than 40,000 objects fro...

    Mostly along the broad boulevards, North Street and South Street, Downtown Pittsfield has a real sense of scale for a city of 44,000. Magnificent turn-of-the-century commercial blocks stand six storys or more, accompanied by civic buildings, courthouses, churches, the Berkshire Museum, a masonic temple and splendid entertainment venues like the Col...

    Since 2005, Pittsfield has been the permanent home for this critically acclaimed regional theatre company. When we wrote this article, the Barrington Stage Company had produced almost 40 pieces of new work. Many of these had transferred to stages in New York, including the Tony Award-winning musical comedy, The 25th Annual Putnam County Spelling Be...

    This highly-rated ski area first opened in 1932, and is the oldest still operating in the Berkshires. You can get to Bousquet Mountain in under ten minutes from downtown Pittsfield, whether you want to ski, snowboard or simply hit the snow tubing hill. For this family-friendly activity there are eight lanes with 100% snowmaking coverage and a carpe...

    Set within city limits there’s a 617-acre lake on Pittsfield’s western shoulder, bordered by woods and 19th-century residences. Lake Onota is one of the best places to take in the majesty of the Taconic Mountains, which look even prettier as the sun goes down. In the summer you can head to the Onota Boat Livery to rent a lineup of vessels, from mot...

    Among the magnificent landmarks fronting South Street is this Gilded Age theater that opened in 1903. Some of the many feted performers to appear at the Colonial Theatre in those early days are Sarah Bernhardt, Douglas Fairbanks Sr, George M. Cohan and Eubie Blake. For the entire second half of the 20th century the building was used as an art suppl...

    On Pittsfield’s west flank is an immense state forest over some 11,000 acres of upland scenery. There are woods for miles, with streams, waterfalls and scenic bodies of water like Berry Pond. This is at the top of Berry Mountain, and with an elevation of 2,150 feet it’s the highest natural body of water in Massachusetts. In the northeast corner of ...

    When we wrote this article, the 13-mile Ashuwillticook Rail Trail had just been extended into Pittsfield. You can pick up this route at the southern trailhead near the intersection of Crane Ave and Dalton Ave. Much of the path is on the route of the old Pittsfield and North Adams Railroad, completed in 1846 and eventually abandoned in 1990. The tra...

  2. Watch on. At the center of the Berkshires, Pittsfield has an abundance of open space including dozens of parks, lakes, wildlife sanctuaries, and historic sites.

  3. Pittsfield is for the most part a sleepy city with a low crime rate, and usually safe to walk through even after dark, but you may want to exercise some caution while on the side of the city west of North Street late at night, or when in the neighborhoods along and off of Linden, Lincoln, and Tyler St. and Dewey and Madison Av.

  4. Aug 24, 2024 · Natural Attractions. Nature lovers will find plenty to explore in and around Pittsfield. From scenic parks to serene lakes, the city's natural beauty is captivating. Pittsfield State Forest With over 11,000 acres, this forest offers hiking, camping, and stunning views. Don't miss Berry Pond, the highest natural body of water in Massachusetts.

  5. Nov 1, 2022 · Pittsfield, Massachusetts, is a small town northwest of the state. Despite its small size, it’s the largest city in Berkshire County and is a fantastic place to visit. These are the best things to do in Pittsfield.

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