guides

Top 12 Things to Do in the Berkshires This Weekend

Our Weekly Lowdown of Berkshire County Family Activities & Events — February 20-22

By Taylor Staubach, Publisher, Berkshires Macaroni Kid February 17, 2026

Looking for things to do this weekend in the Berkshires with your kids? Well, there are a ton of events and activities! Get out there, stay safe, and enjoy those Berkshire County events and attractions this weekend!

✨NOTE: This page is updated every Wednesday afternoon. Top 12 picks are merely suggestions and age recommendations are provided by the venue, we have not seen all events in the Top 12 and encourage parents to use their own judgment when choosing events to attend.

FEATURED EVENT

people enjoying bubbles and blocks

Ten Days of Play (Pittsfield)

Experience Berkshire Museum’s Ten Days of Play, February 14–21! 

Enjoy free hands-on fun in Pittsfield, including "Dino Day" at BCC, bubble shows, and outdoor exploration at Hancock Shaker Village. Perfect for families on school break—discover, create, and play at locations across the community!

DETAILS



  1. Winter Reading Olympics Read-In (Pittsfield)
  2. Twilight Zone Marathon (Williamstown)
  3. Hansel & Gretel Marionette Show (Lenox)
  4. The Little Merman & Princess Pals (Pittsfield)
  5. Animated Film: Howl’s Moving Castle (Great Barrington)
  6. Indoor Wiffleball (Pittsfield)
  7. Family Storytime (North Adams)
  8. 6th Annual Ice Festival (Stockbridge)
  9. Movies at the Milne: Cinderella (Williamstown)
  10. 10x The Fun (Pittsfield)
  11. Toddler Time at The Infield (Pittsfield)
  12. Winter Wonderland Activity Day! (Lanesborough)


Check out our Events Calendar for More Berkshire Family Fun

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