- 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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44.0 Miles
Orpheum Theatre is a 3 screen movie theater with digital projection that airs first run and 3D films. The theater features a special promotion on Mondays and Thursdays with discounted ticket prices.
44.1 Miles
A must-see for organ enthusiasts, Estey Organ Museum is an interesting and educational place to visit. Along with an array of antique organs, both photos and Estey family genealogy is on display.
44.1 Miles
100%
1 votes
100 Old Farms Road, Simsbury, CT 6070
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The Simsbury Farms Recreation Complex is a recreational facility that includes picnic grounds, multiple tennis courts, a golf course, a hockey rink, and a playground. The complex holds occasional concerts during the summer.
44.2 Miles
The years that the artist spent in the area between the years of 1939 and 1953 are memorialized at the Norman Rockwell Exhibition. The specific pieces shown at the display focus on the community and lives of those who lived in the area.
44.2 Miles
Located on the Hudson River, Saugerties Lighthouse New York offers docent-guided tours of the interior on Sundays seasonally from Memorial Day to Labor Day. This 1869 landmark serves as a living museum and renowned bed and breakfast.
44.3 Miles
At Vinnie's Farm Market, visitors can purchase fresh produce and baked goods. The market is known for its fresh apples, which are picked daily and added to goods like cider and doughnuts.
44.3 Miles
A 16-screen movie theater, Eastfield 16 displays first-run feature films using digital projection and RealD 3D. The theater offers stadium seating, self-service ticketing, a game room and a lobby cafe with food and drinks.
44.3 Miles
Located on the scenic Hudson River, Black Swan Sailing is a business that lets visitors enjoy the waterway and the sights surrounding it by boat. Each sailing trip is led by an experienced captain with several decades of experience.
44.4 Miles
In business for more than 30 years, Saugerties Antiques Galleries, is a treasure hunters paradise. Here, you can find a wide variety of antiques, collectibles, and even items that you won't find anywhere else.
44.4 Miles
I Paddle New York - Day Tours offers kayak tours that include views of the Saugerties Lighthouse, Cantine Falls, and Esopus Bend Nature Preserve. Bald eagles, blue Herons, and swans can all be seen on the tours.