🍎 Apple Picking in the Berkshires

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

  • Riiska Brook Orchard
    101 New Hartford Road, Sandisfield, MA 01255 (directions)

    Local, family-owned farm with apple-picking.

    Sandisfield, MA
  • 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
  • Hilltop Orchards
    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
  • Bartlett's Orchard
    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
  • Jaeschke Orchards
    23 Gould Rd, Adams, MA 01220 (directions)

    Right at the base of Mt. Greylock (with an incredible view of the peak) the orchard has apple picking and cider donuts on the weekends.

    Adams, MA