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Things to Do in The Berkshires, Massachusetts
See The Berkshires, Massachusetts family vacationFind Things to Do by:
Location
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Massachusetts
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The Berkshires
Age of Child
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Toddlers & Pre-K
Berkshire Scenic Railway Museum
The Berkshires, Massachusetts
Scenic rides aboard this mobile museum are in vintage 1920s cars, pulled behind a diesel engine run by an overalls-clad engineer. Excursions are the perfect length for little riders—about 30 minutes to Stockbridge, with a quick stop midway in Lee....
Special Collection
Historical Landmark
Roadside Landmark
Train
Norman Rockwell Museum
The Berkshires, Massachusetts
Paintings at this charming museum aren't just art: they're stories. Familiar even to kids, Rockwell is a perfect introduction to painting. The artist's intricately crafted details make viewing feel like you're peering through the window of a dollhouse. ...
Art Museum
Special Collection
Wild 'N Wet Water & Sports Rentals
The Berkshires, Massachusetts
Who needs ocean surf when you've got crystal clear lake water to play in? Families love Lake Pontoosuc, a bustling place where pleasure boating is via motor, paddle, or foot....
Boating
Fishing
Rafting
Swimming
Boat Ride
Hancock Shaker Village
The Berkshires, Massachusetts
If not for the cars buzzing by on Route 20, you'd think you'd stepped into a completely different era. Ye Olde Village has vintage buildings showing how the Shakers used to sleep, eat, and do other things. ...
History Museum
Historical Landmark
Berkshire Museum
The Berkshires, Massachusetts
Kids love the "magic" entryway (doors open outward by themselves) and just about everything else at this landmark science-meets-history-meets-art kids' museum. Surprises are everywhere....
Art Museum
History Museum
Science & Nature Museum
Special Collection
Historical Landmark
Tanglewood
The Berkshires, Massachusetts
The picnickers start arriving an hour ahead of time, unpacking ginormous spreads with tablecloths, silverware, even candelabras (really!). Such elaborate concert-night dining is a tradition here, and it's a hoot to be part of. ...
Historical Landmark
Live Music Venue
Animagic: Museum of Animation, Special Effects and Art
The Berkshires, Massachusetts
Academy Award winner Eugene Mamut won his technical Oscar for creating a special-effects gizmo; he now lives in Lee, where he helps kids launch their own movie careers....
Art Museum
Special Collection
Camping in the Berkshires
The Berkshires, Massachusetts
Legend has it that Nathaniel Hawthorne and Herman Melville built a historic friendship while hiking Monument Mountain. Folks today continue to explore the nature and culture connection—nowhere more so than at October Mountain. ...
Hiking
Jiminy Peak Mountain Resort
The Berkshires, Massachusetts
Jiminy's newfangled spring/summer Mountain Coaster raises the bar on the alpine slide genre, laying elevated tracks down the length of a ski slope and sending rider-steered cars careening down drops, around corners, and through its top-speed course....
Resort
Bicycling
Hiking
Skiing
Seven Arts
The Berkshires, Massachusetts
The smallish façade of this one-of-a-kind store is deceptive: inside are rooms and rooms that stretch to the back and up the stairs, all full of trinkets, collectibles, and bygone toys and merchandise that will thrill every age in your group. ...
Boutique
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