Apple Picking near Sheffield

These aren't in Sheffield per se, but are just a drive away.

Plenty of farms let you come and pick your own apples, which can be a lot of fun for the whole-family.

    • Windy Hill Farm (~30 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
    • Bartlett's Orchard (~37 min away)
      575 Swamp Rd, Richmond, MA 01245 (directions)

      Big orchard in the hills between Great Barrington and Pittsfield. Great if you are on your way north to Greylock. Really serene, so quiet. Big market inside. They were making the apple cider donuts fresh while we were there.

      Richmond, MA