👪 Family-Friendly in Pittsfield

• Hancock Shaker Village
  1843 W Housatonic St, Pittsfield, MA 01201 (directions)
  

  Lots of great history here and a small cafe/gift shop. In the winter, they set up an outdoor lights display that you can walk around in. It's really nice, and the old round stone barn is a must-see.

  Pittsfield, MA
• Berkshire Museum
  39 South St, Pittsfield, MA 01201 (directions)
  

  A nice family-friendly museum in downtown Pittsfield. Great displays that highlight the local Berkshire flora and fauna.

  Pittsfield, MA

Family-Friendly nearby

• Hilltop Orchards (~10 min away)
  508 Canaan Rd Richmond, Richmond, MA 01254 (directions)
  

  Fresh apple cider donuts in the fall, with a nice view of the moutains. They also do ciders and wines.

  Richmond, MA
• Whitney's Farm Market (~15 min away)
  1775 S State Rd, Cheshire, MA 01225 (directions)
  

  Great farm store with a ton of pumpkins in the fall and activities for the kids to do, like goats and a playground. Great apple cider donuts as well.

  Cheshire, MA
• Mount Greylock 🌟 (~15 min away)
  30 Rockwell Rd, Lanesborough, MA 01237 (directions)
  

  When the skies are clear, take a drive to the summit of Mount Greylock. You can do a little hike around there. The Appalachian Trail actually runs right through the summit.

  Lanesborough, MA