Things to Do in Pittsfield, MA

  • 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
  • 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 481-490 of 541
47.0 Miles
100% 12 votes
Farms & Ranches 1348 Shunpike Rd, Millbrook, NY 12545 MoreLess Info
Shunpike Dairy continues the, almost lost, tradition of dairy farming. They offer patrons an opportunity to learn the art of dairy farming, meet the cows and other farm animals, experience life on a farm, or just buy raw milk.
47.0 Miles
94% 49 votes
Parks 145 Lang Road, Windsor, CT MoreLess Info
The Northwest Park provides access to 12 miles of trails, a nature center, a Coffee House Concert Series, and a gift shop. Those who wish to host an event may also rent out the site's facilities.
47.0 Miles
100% 6 votes
Historic Buildings 57 Gun Mill Road, Bloomfield, CT 06002 MoreLess Info
Noted for the presence an observation tower, museum, and visitor's center, Talcott Mountain State Park is a publicly managed park preserve. The park also features a 1.25 mile hiking trail that winds up the slope to the observation area.
47.0 Miles
100% 1 votes
River 95 Parsons Road, Enfield, CT 6082 MoreLess Info
Located one the shore of the Connecticut River, the Kings Island Boat Launch offers a scenic spot to embark on a river trip. The boat launch features basic amenities like rest room facilities, and has a nearby hiking trail.
47.1 Miles
90% 31 votes
Theaters 661 Route 308, Rhinebeck, NY 12572 MoreLess Info
With an exterior design resembling a barn allowing it to blend into the rural countryside, The Center for Performing Arts at Rhinebeck, provides year-round, live entertainment for fans of all ages. Visitors to the venue can enjoy stage productions, music, and workshops.
47.2 Miles
100% 1 votes
Specialty Museums Northwest Park, 135 Lang Road, Windsor, CT 6095 MoreLess Info
For a unique tour, visitors to the Windsor area enjoy touring the Luddy/Taylor Connecticut Valley Tobacco Museum. The museum includes a refurbished tobacco shed and a museum archive, both displaying artifacts and documents on the areas tobacco industry.
47.2 Miles
100% 4 votes
Hiking Trails 620 State Street, Schenectady, NY 12306 MoreLess Info
Visitors can explore 632 acres of coniferous forest and rugged hardwood along the Plotter Kill at the Plotter Kill Preserve. The preserve features over 600 plant species including ferns, lilies, club mosses, and violets.
47.3 Miles
96% 151 votes
Hiking Trails Rte. 185, Simsbury, CT MoreLess Info
Featuring a 1.25-mile hiking trail, Talcott Mountain State Park boasts a beautiful observation tower that is open to tourists throughout the week. Visitors should plant to spend roughly 40 minutes on the trail before reaching the tower.
47.3 Miles
81% 16 votes
History Museums 13 Bach Road, Saugerties, NY 12477 MoreLess Info
Woodstock Museum is a small in size, privately owned establishment. The museum is filled with books, posters, photos and a very strong smell of incense. It's purposes are to gather, display, disseminate and develop the concept and reality of Woodstock.
47.3 Miles
79% 29 votes
Winery/Vineyard 25 East Weatogue Street, Simsbury, CT 06070 MoreLess Info
Opened seasonally, Rosedale Farms & Vineyards offers fresh vegetables, fruits, and wines for shoppers to purchase. The location offers wine tastings, farm fests, chef-to-farm dinners, and access to a corn maze.
Showing 481-490 of 541
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