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Things to Do in Berkshires, MA: Hotels, Restaurants & Activities

Nestled in western Massachusetts, the Berkshires blend cultural sophistication with natural beauty. Discover world-class museums, mountain trails, and charming towns—plus memorial options in the serene Berkshires Memorial Forest.
a family walks through the Berkshires Memorial Forest

Nestled in western Massachusetts, the Berkshires blend cultural sophistication with natural beauty. Discover world-class museums, mountain trails, and charming towns—plus memorial options in the serene Berkshires Memorial Forest.

Things to Do in Berkshires, MA

Rolling through western Massachusetts, the Berkshires have long been a haven for artists, outdoor enthusiasts, and those seeking mountain tranquility. From contemporary art galleries housed in historic mill buildings to trails winding through ancient forests, this region offers a unique blend of cultural richness and natural splendor. Whether you’re drawn to performing arts, scenic mountain vistas, or peaceful reflection among towering trees, the Berkshires provide an inspiring destination for both exploration and remembrance.

Things to Do in Berkshires, MA

MASS MoCA
Explore vast galleries of contemporary art, indoor and outdoor performance venues, and over 75 annual shows at one of America’s largest contemporary art museums.

Natural Bridge State Park
Marvel at North America’s only natural white marble arch spanning Hudson Brook, formed by glacial meltwater over 13,000 years ago.

Mount Greylock
Drive or hike to Massachusetts’ highest peak at 3,491 feet for breathtaking 90-mile views across the Berkshires landscape.

Cascade Waterfall
Take a short walk along the Cascades Trail to this beautiful waterfall just minutes from downtown North Adams and Williamstown.

Mohawk Trail State Forest
Discover 6,000 acres of mountain ridges, rivers, deep gorges, and towering old-growth trees in one of Massachusetts’ most scenic forests.

Appalachian Trail
Hike sections of America’s most famous long-distance trail as it winds through the Berkshire mountains and forests.

Berkshire East Mountain Resort
Ski, snowboard, or mountain bike at this four-season resort featuring terrain parks, zip lines, and aerial adventure courses.

Onota Boat Livery
Rent kayaks, canoes, paddleboards, or pontoon boats to explore the scenic waters of Onota Lake in Pittsfield.

Ramblewild
Soar through the forest canopy on ziplines and navigate aerial adventure courses with varying difficulty levels for all ages.

Ski Butternut
Enjoy family-friendly skiing and snowboarding on 22 trails with excellent terrain for beginners and intermediate skiers.

Notchview
Cross-country ski or snowshoe across 3,000 acres of pristine meadows and woodlands with over 25 miles of groomed trails.

Jiminy Peak Mountain Resort
Hit the slopes at this popular ski resort featuring 45 trails, snow tubing, and year-round mountain coaster adventures.

Maple Corner Farm Cross Country Skiing
Glide through scenic farmland and forests on groomed trails perfect for Nordic skiing enthusiasts.

Turn Park
Let children play in this creative community-built playground featuring imaginative structures and natural play elements.

Berkshire Bird Observatory
Join guided bird walks and educational programs exploring the diverse avian species inhabiting the Berkshire landscape.

Berkshire Scenic Railway – Hoosac Valley Service
Ride vintage trains through the scenic Hoosac Valley on narrated excursions celebrating regional railroad history.

Sunrise over a New England farm

Where to Stay in Berkshires, MA

Field Farm
Mid-century modern bed and breakfast offering six en-suite rooms surrounded by art, meadows, and mountain views on a 316-acre estate.

Harbour House Inn
Georgian Colonial bed and breakfast in the heart of the Berkshires featuring elegant accommodations and classic New England hospitality.

The Porches Inn at MASS MoCA
Boutique 47-room inn where art and history converge, located steps from MASS MoCA’s galleries and performances.

Tourists
Riverside retreat inspired by classic American motor lodges, set along the Hoosic River with 46 rooms, woodland trails, and sculptural installations.

Where to Eat in Berkshires, MA

Avery’s General Store
Historic general store and cafe serving sandwiches, baked goods, and local provisions in a charming community gathering space.

Tily’s Tap and Tavern
Neighborhood tavern offering craft beers, comfort food, and a welcoming atmosphere for locals and visitors alike.

Trail House Kitchen
Farm-to-table restaurant named for its location along the Mohawk and Appalachian Trails, serving fresh comfort food with vegetarian options.

Grazie
Italian restaurant featuring authentic cuisine, handmade pastas, and a warm atmosphere perfect for family dining and special occasions.

PUBLIC eat+drink
Contemporary American restaurant with creative twists, rotating craft beers, curated wines, and inventive cocktails in a stylish setting.

Jack’s Hot Dog Stand
Berkshire institution since 1917 serving classic American favorites including hot dogs, burgers, onion rings, and fries.

Bright Ideas Brewing
Award-winning brewery voted Best in the Berkshires, offering craft beers in a welcoming space connecting locals and MASS MoCA visitors.

Did you know? At Everis, we offer Memorial Trees in the Berkshires Memorial Forest. Talk to a Guide today to plan ahead or spread the ashes of your loved one in the Berkshires Memorial Forest.

a family walks through the Berkshires Memorial Forest

Berkshires Memorial Forest

Berkshires Memorial Forest encompasses 200 acres on a stunning ridgetop in Drury, Massachusetts—featuring breathtaking views from the Berkshires to Vermont’s Green Mountains, just 30 minutes from historic Williamstown.

What Makes Berkshires Memorial Forest Special:

  • Best View in Massachusetts – Grand ridgetop vistas in all directions; sweeping pastoral meadows with quintessential New England charm
  • Rich History – Once used for small-batch maple syrup production; features 200+ year-old sugar maples and original sugar shack
  • Diverse Tree Species – Hemlock, Black birch and sugar maple
  • Critical Wildlife Corridor – Protects connection from Deerfield River to Mohawk Trail State Forest
  • Convenient Location – Day trip from NYC and Boston; near Mount Greylock, MASS MoCA, Natural Bridge State Park

Memorial Options Available:

  • Memorial Trees (dedicated trees for families and pets)
  • Spreading Groves (shared peaceful areas)
  • Custom Memorial Markers
  • Guide-led or self-led nature memorial ceremonies

Discover the beauty of Berkshires Memorial Forest →

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