guides

Top 12 Things to Do in the Berkshires This Weekend

Our Weekly Lowdown of Berkshire County Family Activities & Events β€” October 18-20

By Taylor Staubach, Publisher, Berkshires Macaroni Kid October 14, 2024

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

Saturday, October 19th 4-7PM

The It’s Alive! Night Circus (4-7PM) will feature live music by the Housie Shakers, fire dancing with Opal Raven Cirque, belly dancing by Rosebud Red, live musical performances by H2GO, a beer garden at Hot Plate Brewing Co., food vendors (BB’s Hot Spot, Marie’s North Street Eatery, Otto’s Kitchen & Comfort, and Cravins Ice Cream), free Tarot and Rune readings, free Caricatures by Matt Bernson, free face-painting for adults, and select vendors including Always Love, Auntie Janet’s Gifts, Fandom Forge, and Truffles by Tarah. Tarot is with A. Whim and Rune readings are by Damon.

Downtown Pittsfield



  1. Teen Movies at The Milne- Corpse Bride (Williamstown) πŸŽƒ
  2. Haunted Hancock (Hancock) πŸŽƒ
  3. "Take & Make" Halloween Craft (Lee) πŸŽƒ
  4. Kidspace Storytime (North Adams)
  5. Downtown Pittsfield… It’s Alive! Kids’ Zone (Pittsfield) πŸŽƒ
  6. FamiLEE Movie- "All Hallows Lee" (Lee) πŸŽƒ
  7. Pumpkin Splash (Pittsfield) πŸŽƒ
  8. Trunk or Treat (North Adams) πŸŽƒ
  9. Clarksburg Annual Haunted Hayride (Clarksburg) πŸŽƒ
  10. Costume Dance Party (Bennington) πŸŽƒ
  11. Truck Day & Pumpkin Fest (Great Barrington) πŸŽƒ
  12. Silent Book Club (Pittsfield)
  13. PJ Library Sukkot Pumpkin Fest (Cheshire)


Check out our Events Calendar for More Berkshire Family Fun

YOU MIGHT ALSO LIKE:




We'd ❀️ if you'd shared this article on Social Media by using the links at the top of the page.

Don't forget to tell businesses and event hosts that you heard about them from Macaroni Kid! Your readership and support help us continue to bring you our free newsletter and website.

Never miss a family event, giveaway, parenting resource & more! Find it all in your Inbox each week via our FREE e-newsletter. Sign up by clicking HERE.