🍎 Apple Picking in Great Barrington

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
  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

Apple Picking nearby

• Hilltop Orchards (~20 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
• Riiska Brook Orchard (~25 min away)
  101 New Hartford Road, Sandisfield, MA 01255 (directions)
  

  Local, family-owned farm with apple-picking.

  Sandisfield, MA
• Bartlett's Orchard (~30 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