👪 Family-Friendly in Stockbridge


Family-Friendly nearby

These aren't in Stockbridge per se, but are just a drive away.
  • Hilltop Orchards (~15 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
  • Windy Hill Farm (~15 min away)
    686 Stockbridge Rd, Great Barrington, MA 01230 (directions)

    Great little spot just north of town. Has apple picking and pumpkins during the fall.

    Great Barrington, MA
  • Hancock Shaker Village (~20 min away)
    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