- Our list of the best things to do in Pittsfield, Massachusetts, features the top 104 nearby activities — including 61 great attractions with user approval ratings of 90% or more!
- Pittsfield, MA has a variety of great sights and experiences nearby. Top categories include: Museums & Galleries, Entertainment & Shows, Outdoor Places, and Sights & Landmarks.
- The results below include the top 18 things to do within the city of Pittsfield, MA , followed by 86 popular activities in nearby cities, including Lenox, North Adams, Williamstown, Great Barrington, Lee, Charlemont, Stockbridge and Ashfield
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34.0 Miles
Owned and operated by artists, The Gaslight Gallery features an array of works of art and hand crafted gifts. The gallery has paintings, jewelry, pottery, photography, sculpture, and mixed media works for sale.
34.1 Miles
Built on the site of an abandoned railroad station, Energy Park today, functions as a public concert venue and features a number of artworks, themed gardens, educational exhibits and more.
34.1 Miles
Holyoke's Mount Tom State Reservation is located in Holyoke, Massachusetts. Its boasts more than 20 miles of trails and is adjacent to Lake Bray, a popular fishing spot. The Mount Tom State Reservation is also popular with cross-country skiers.
34.1 Miles
The purpose of the Westfield Theatre Group is to provide quality live theater to the surrounding community and to encourage members of the community to participate in theater productions. The theater is available to rent for private gatherings.
34.2 Miles
Featuring the latest movie releases, The Garden Cinemas is located in historic, downtown Greenfield. Having been around since the late 1920's, the theater has lots of beauty and character.
34.2 Miles
The Arts Block is a bar and live music venue that also houses an art gallery and tea shop. During brunch hours they are home to a restaurant that serves chowder, soups, and grilled cheese sandwiches.
34.3 Miles
A compilation of art and history exhibits, Memorial Hall Museum is housed in an old school building. Along with antique furnishings, the museum also features vintage clothing, toys and historical documents.
34.3 Miles
Including twelve museum houses constructed between 1730 and 1872, Deerfield Museums also include the Flynt Center for Early New England Life and the Memorial Libraries. Together, the museums house a huge collection of decorative art, antiques, clothing, and textiles.
34.4 Miles
Designed by the Hudson River School painter Frederic E. Church, the Olana State Historic Site features his family home, studio, and estate. The Persian-inspired house offers daily tours, and visitors can also view the 250 acres of an artist-designed landscape which is available through five miles of carriage tr…
34.5 Miles
Housed within Highland Park, Highland Pond is most commonly used for fishing and scenic views during the summer months. A warming hut that was used when ice skating was still possible on the pond still stands.