We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
  • Sort by:
  • Traveller Favourites
  • Traveller Ranked
We found great results, but some are outside Pittsfield. Showing results in neighbouring cities.
Limit search to Pittsfield.
Hancock Shaker Village
Tanglewood Lenox 11.9 km away
Lake Onota
Herman Melville's Arrowhead
The Mount, Edith Wharton's Home Lenox 13.0 km away
Barrington Stage Company
Berkshire Museum
Pittsfield State Forest
Ashuwillticook Rail Trail Adams 7.4 km away
Colonial Theatre
Pleasant Valley Sanctuary Lenox 7.5 km away
Bousquet Mountain
Wandering Star Craft Brewery
Mount Greylock State Reservation Lanesboro 12.9 km away
Crane Museum of Papermaking Dalton 6.7 km away
Canoe Meadows Wildlife Sanctuary
Shakespeare & Company Lenox 11.1 km away
Fontaine's Auction Gallery
Herman Melville Memorial Room
Kennedy Park Lenox 8.4 km away
Ventfort Hall Mansion and Gilded Age Museum Lenox 10.6 km away
South Mountain Concerts
Samuel Harrison House
Balderdash Cellars Richmond 7.6 km away
Bartlett's Orchard Richmond 7.5 km away
Ramblewild Lanesboro 13.2 km away
Baker's Golf Center Lanesboro 5.6 km away