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Berkshires Family Adventures: 2025 Scavenger Hunt for Kids & Families

The Berkshires are an absolutely magical place, full of beauty, history, and adventure. It’s no surprise that this region has inspired so many of my ideas in both writing and photography. Get ready for a Berkshires family adventure this summer.


There is something special about exploring the landscapes, charming towns, and hidden gems that make the Berkshires unique.


With that in mind, I decided to create a scavenger hunt for kids and families to enjoy together! This scavenger hunt highlights some must-see spots in the Berkshires, encouraging families to explore and discover the wonders of the area together. It’s a great way to engage children in nature, history, and local culture while making memories along the way.


For an added touch of inspiration, I have included some beautiful photographs from our own adventures in the Berkshires. These moments capture the magic of the region and showcase why it’s such a special place to explore.


As always, please use caution and supervision when hiking with children. Safety comes first, and making sure that little adventurers have a fun and safe experience is the top priority!


Local businesses and libraries, please feel free to print and share my scavenger hunt! You can download a PDF version of it for free by clicking on the image of it below.


I have not branded it with my logo, and you have my permission to distribute it. My hope is that this activity brings joy to families and helps them create lasting memories in this incredible region.


Happy exploring!


Carissa - Children's Book Author/Illustrator


P.S. For grown-ups make sure to add this one to your list:

  • A delicious maple syrup latte. Trust me on this one!



Berkshire Massachusetts Scavenger Hunt for Kids list with sights to find, including mountains, waterfalls, farm animals, art, and more.

Scenic view of Bash Bish Falls cascading over rocky cliffs, surrounded by lush green forest in Massachusetts.
Soaking in the breathtaking beauty of Bash Bish Falls, Mount Washington, Massachusetts! ✨ If the steep hike isn’t for you, a tip—park on the NY side for an easier walk to this stunning cascade. #BashBishFalls #HiddenGem #BerkshiresAdventure"

Person in a purple shirt holds a dog, overlooking a vast green landscape and a village under a cloudy sky. Calm mood.
Taking in the breathtaking view from Mount Greylock with our senior schnauzer, Peter—where the inspiration for A to Z for D-O-G was born! 🐾✨ Fun fact: You can drive up if hiking isn’t an option. #BucketListAdventures #MountGreylock #SeniorDogLove"


Girl in a pink outfit stands beside a stone bust of Aaron Copland in a garden. Lush green hedges form the background, creating a calm atmosphere.
Paying homage to Aaron Copland at Tanglewood—the heart of American classical music. His melodies still echo through the Berkshires. 🎶✨ #AaronCopland #Tanglewood #BerkshiresMusic"

Woman in sunglasses and blue shirt smiles by Appalachian Trail sign. Green trees in background, sunny day. Sign lists destinations.
Standing at the trail marker for the legendary Appalachian Trail—Rte. 23 in Great Barrington. 🥾🌿 #AT #HikeMore #BerkshiresAdventure"



 

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