Fun Things to Do in the Berkshires with Family

The Berkshires are full of family-friendly activities, like museums, train rides, farms, butterfly sanctuaries, and more! Make it the backdrop of memories you’ll talk about for years and years to come. Read on to find fun for the whole crew. 

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Zoar Outdoor

Plan the perfect family excursion with Zoar Outdoor. They offer a variety of adventures, from white water rafting trips to kayaking clinics to rock climbing classes. We recommend their one-of-a-kind zipline experience. Over three hours, move from treetop to treetop, traversing 11 zip lines, two sky bridges, and three rappels. It’s the best way to experience the beautiful Berkshire landscape above the Deerfield River Valley and connect with loved ones. 

Magic Wings

Spend a day surrounded by butterflies and moths of all colors, shapes, and sizes. At Magic Wings, nearly 4,000 exotic and domestic creatures, from monarchs to tiger snowtails, fly throughout an 8,000-square ft. glass conservatory. Afterward, head outside to experience beautiful blooms in the garden.


Experience a world of evocative art at the Massachusetts Museum of Contemporary Art (MASS MoCA). Wander through soaring galleries and stop to admire sculptures, paintings, and photographs from both well-known and emerging artists. Or catch one of more than 75 performances we put on year-round, including contemporary dance, alternative cabaret, and avant-garde theater. 

Hoosac Valley Train Rides

AshuwillticookRail Trail


Enjoy the sights of northern Berkshire County aboard vintage railroad coaches—a classic 1955 Budd RDC, to be exact. The one-hour Hoosac Valley Train Ride operates between Adams and North Adams, offering a unique view of the area that complements the community’s cultural attractions. We particularly love their seasonal events like the Tinseliner and Fall Foliage journeys. 

Jiminy Peak

Jiminy Peak offers year-round fun for the entire family. Best known for its snow-making capabilities, Jiminy Peak hosts snowboarders and skiers alike throughout the winter months. With 45 trails that wind across 167 acres, suit up and spend your days on the slopes, from casual greens to double black diamonds. Come warmer weather, opt for their aerial adventure park, mountain biking tracks, and scenic chairlift rides. 

High Lawn Farm

High Lawn Farm, a family-owned Jersey dairy farm located in the heart of the Berkshires, is a refreshing stop on your tour around town. Walk around the land and spend time with their impressive cattle herd—hint: you’ll most likely find them in the milking barn or nursery. Before you leave, grab a fresh ice cream cone or artisanal cheese board from the Farmstead Creamery Shop. 

Where to Stay in the Berkshires 

After a day of family fun, unwind at Porches Inn, complete with a community fire pit, sauna, and four-season pool and hot tub for everyone to enjoy. Book now!