- 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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541
45.5 Miles
60%
5 votes
149 Farms Village Rd, Rt 309, Simsbury, CT 06070
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Featuring a beautiful, wooded park setting, Stratton Brook State Park offers year-round fun and activities. This includes fishing and swimming in the warmer months, and outdoor sports like skiing or ice skating in the winter.
45.6 Miles
89%
18 votes
389 Salisbury Turnpike, Rhinebeck, NY
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Opened in 1979, Northern Dutchess Botanical Gardens is a garden and nursery home to a large variety of plants. Visitors to the gardens commonly enjoy purchasing fruits and vegetables, viewing the many flowers, or enjoying the picturesque scenery.
45.7 Miles
Owned for almost 200 years over 5 generations of the Phelps family, the Phelps Tavern Museum contains artifacts from the once tavern and is made of architecture reflecting the 18th century in which it was built.
45.7 Miles
Brattleboro Bowl is a 20 lane bowling alley with automatic scoring. Attractions include bowling, a lounge and game room, pool tables, and a snack bar. Brattleboro Bowl also hosts bowling leagues for various ages and ability levels.
45.7 Miles
100%
1 votes
465
Flora Sculpture
Performing Arts Center at Simsbury Meadows, 22 Iron Horse Blvd, Simsbury, CT 6070
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The Flora Sculpture was created by sculptor Douglas Mueller in 2009. The sculpture represents the Roman goddess of the Spring, and is composed entirely of bronze rods. It lies just inside the main gate of the Performing Arts Center.
45.7 Miles
Founded in 1911, the Simsbury Historical Society is a non-profit organization that oversees modern buildings, artifact collections, and manuscript assemblages. The society owns 16 buildings including the Phelps Tavern and the Hendrick Cottage.
45.8 Miles
33%
3 votes
22 Iron Horse Blvd, Simsbury, CT 06070
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As an outdoor venue, Performing Arts Center at Simsbury Meadows hosts a variety of nationally recognized musicians. The stage has a lawn general admission area where visitors can bring blankets and lawn chairs to watch the performances from.
45.9 Miles
Located within the Old Rhinebeck Aerodrome, the Rhinebeck Aerodrome Museum Giftshop offers souvenirs and memorabilia to the museum visitors. Visitors can also purchase apparel, toys and games, and books and literature.
46.1 Miles
Open to the public year round, Rainbow Reservoir offers a boat ramp to visitors wishing to take their power boat out on the water. Visitors can also kayak through the waters and enjoy views of the surrounding forest.
46.2 Miles
A Cinemark property, the Rave Movie Theater Enfield 12 is a movie multiplex that shows primarily new release movies in its 12 theaters. The theater features digital video and sound.