Things to Do in Stockbridge and Housatonic —Bucket List

Numbers 177-190

By Berkshires Macaroni Kid June 11, 2019
Whether looking for things do in Stockbridge and Housatonic MA for kids, parents, grandparents, etc. we’ve got a list that has something fun for every member of your family — from quaint lunch stops, world-class museums, historical sites, playground fun and more.

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

Stockbridge (177-188)
  • Explore 26 display areas, including perennial borders, mixed borders of thousands of annuals, a rock garden, rose garden, pond garden, children's garden and more at the Berkshire Botanical Gardens, Stockbridge. (Kids under 12 FREE)
  • Attend a Berkshire Theatre Group camp or a family-friendly performance at the Berkshire Theatre Festival, Stockbridge.
  • Dive into a treasure trove of history and art at Chesterwood, Stockbridge the former home of Lincoln Memorial sculptor Daniel Chester French. Tour French’s former studio and let the kids explore the sculpture garden. (Children under 13 FREE.)
  • Climb to the fire tower and enjoy the panoramic views at Laura’s Lookout or venture on to  Ice Glen, Stockbridge, a glacial ravine that holds ice until mid-summer (1-mile round trip). (FREE)
  • Learn about Rev. John Sergeant, the first missionary to the Mohican Indians, at Mission House, Stockbridge, Sergeant's unassuming little Colonial house built in 1742 that showcases a remarkable collection of early American furniture and art and home to a small Native American Museum. (Kids FREE.)
  • Explore the grounds of the 350-acre property overlooking the village of Stockbridge at the National Shrine of Divine Mercy, Stockbridge where you will find the Lourdes Candle Grotto, the Holy Family Shrine, the groves of St. Therese and St. Francis, the Mother of Mercy Outdoor Shrine, and the Shrine of the Holy Innocents, divine destinations for thousands of religious pilgrims each year. (FREE)
  • Step back in time and experience life in the Gilded Age at Naumkeag, Stockbridge. Explore the 44-room Choate family “cottage” and Naumkeag gardens, including the famed Blue Steps, Afternoon Garden, Tree Peony Terrace, Rose Garden, Evergreen Garden, and Chinese Garden. (Kids up to 12 FREE.)
  • Participate in art-making activities, browse the kid-friendly exhibits or sign up for a workshop, at the Norman Rockwell Museum, Stockbridge. The grounds are great for exploring, too. (FREE for kids 5 and under.)
  • Take a picnic to the Stockbridge Bowl Boat Launch, Stockbridge, there is a lovely picnic area adjacent to the public access boat launch on Rt 183, a great place to stop after a hike at Steven’s Glen or a visit to the Shark Rock or Interlaken Park playground. Note: While the boat launch area is open to the public, a town resident sticker is required at Stockbridge Town Beach (but only during the summer season).   (FREE)
  • Play old school-style at Stockbridge Town Playground, Stockbridge featuring multiple play structures, swings, and old school jungle gym, merry-go-round and spring-loaded riding toys, as well as the town little league field and tennis courts.
  • Throw on a smock and get your hands dirty in a hand's on workshop or studio art class at the IS183 Art School. Children and adults of all skill levels are welcome!
  • Take part in the annual Stockbridge at Christmas festivities including the re-creation of Norman Rockwell's original work of the same name.
Housatonic (189-190)
  • Head into the Village of Housatonic for a bite to eat at Pleasant and Main or the Housie Market Café.
  • Check out the playground behind the Housatonic Community Center (corner of Pleasant and Front St). (FREE)