Things to do in Cheshire

  • Whitney's Farm Market
    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.


Things to do not too far away from Cheshire

  • Mount Greylock 🌟 (~5 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
  • Jiminy Peak Mountain Resort (~5 min away)
    37 Corey Rd, Hancock, MA 01237 (directions)Hancock, MA
  • Ioka Valley Family Farm (~5 min away)
    3475 Hancock Rd, Hancock, MA 01237 (directions)

    In the spring, they make maple syrup at the farm. You can get pancakes here as well. In the winter, it becomes a Christmas tree farm.

    Hancock, MA