- 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
Showing the most recent films, Hoyts Simsbury Commons 8 has movies for all ages. Along with 3D digital projection, the theater is equipped with eight screens and concessions featuring a variety of refreshments.
The Pinchot Sycamore Tree Park leisure park that is home to the Pinchot Sycamore, which is best known for being the largest tree in Connecticut. The park has trees that are estimated to be 200-300 years old.
Located in the Green Mountains of southern Vermont, the Mount Snow Resort is both a mountain and ski area for a variety of activities. It serves as the closest big mountain resort to most metropolitan areas in the Northeast United States.
At an elevation of 3,848 feet, Mount Equinox is the highest peak in the Taconic Mountain Range. Visitors can learn a lot about the mountain and nearby Carthusian Monastery at the Saint Bruno Scenic Viewing Center.
74% 27 votes
206 Terry Plains Rd., Bloomfield, CT 6002 MoreLess Info
The Wintonbury Hills Golf Course is a beautiful 18-hole course that is located in a relaxing and peaceful slopping hills in Bloomfield, Connecticut. The golf course is a venue for many professional golf tournaments every year.
Litchfield, CT 6759 MoreLess Info
Aer Blarney Balloons is a hot air balloon flight company that offers hour-long flights that can take place near dawn or dusk. The company is available to throw birthday parties, weddings, and anniversaries.
100% 2 votes
37 Greenwoods Road, New Hartford, CT 06057 MoreLess Info
Autumn Light Studio & Gallery offers a full service stained glass studio. They specialize in custom design stained glass, stained glass restoration and repair as well as stained glass and supplies. Autumn Light also offers unique pieces from local artists.
Constructed in the early 1900s, Hildene was the family estate of Robert Todd Lincoln, son of Abraham and Mary Todd Lincoln. Visit the Georgian Revival-style house, grounds and gardens. Highlights include a 1000-pipe organ played daily, farm, original 1835 one-room schoolhouse and a restored wooden Pullman rail …