Things to Do in Sheffield, New Marlborough, Sandisfield โ€” Bucket List

Numbers 164-176

By Berkshires Macaroni Kid June 11, 2019
Whether looking for things do in Sheffield, New Marlborough, or Sandisfield (or all of the above) for kids, parents, grandparents, etc. we’ve got a list that has something fun for every member of your family. Did we miss something? Feel free to email with your suggestion.

NOTE: As the state releases new guidelines, please practice social distancing guidelines and know that we try to keep these lists as updated as possible. Many sites and venues will not be opening for the summer so please call ahead before going. If you see a change please email

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Sheffield (164-168)
  • Explore the rare geological formation of twin rocky knolls, rising 1,000 above the surrounding meadows at Bartholomew’s Cobble, Sheffield/Ashley Falls, and the abundant wildlife, that call it home — hawks, bald eagles, turtles and over 800 species of unique plants.
  • Discover the story of the Col. John Ashley's family and the African Americans enslaved on their property during the 18th Century at the Ashley House, Sheffield. (Kids are FREE.)
  • Celebrate fall and get your pumpkin for carving at Howden Farm, Sheffield.
  • View the five distinct falls, including a horsetail, slide, fan, plunge and 100-foot cascade at Race Brook Falls, Sheffield and take in the expansive view of Massachusetts, New York, and Connecticut at the summit Mount Everett. (FREE)
  • Enjoy a Parents' Night Out or weekend away at the cozy Race Brook Lodge, where delectable farm fresh food and entertainment are on the menu. Did we mention access to hiking trails is just steps away?
New Marlborough (169-173)
  • Take a field trip to Berkshire Fish Hatchery, New Marlborough to learn about watersheds, ecosystems, and the conservation of our county and nation's fishery resources. (FREE)
  • Walk the 1.5 miles of trails — through forest, thickets, vernal pools, and wetlands —at Dry Hill, New Marlborough. And don't miss the low bush wild blueberries free for the taking during blueberry season. (FREE; donations accepted.)
  • Follow an old wooded road, mowed meadow passages and forested footpaths past cellar holes, stone walls and the remnants of a long abandoned Colonial settlement of Leffingwell, where the first Colonial settlers of New Marlborough were born at Questing, New Marlborough. (FREE)
  • Find the secret (well almost) swimming hole beside a peaceful waterfall, located in a 5-acre park complete with walking trails and sunning rocks at Umpachene Falls, New Marlborough. (FREE)
  • Picnic at Lake Buel, Monterey/New Marlborough, a 2-mile long spring fed lake is home to Camp Half Moon and Kutsher’s Sports Academy. (FREE)
Sandisfield (174-176)