10 Things to do Good for Big Groups in Berkshires That You Shouldn't Miss

June 2, 2021 Nobuko Falco

The Berkshires are home to an impressive collection of cultural and historic sights. Get your fill of music, art and theater at Tanglewood, the Boston Symphony's summer home, MASS MoCA, the country's largest contemporary art center, the Norman Rockwell Museum and the Williamstown Theatre Festival. Recreational opportunities also abound, including snowshoeing, snowboarding, skiing, rafting, kayaking, fishing and golf. The Berkshires are an easy drive, just two and a half hours from Boston and New York.
Restaurants in Berkshires

1. Tanglewood

West St off Rte 183, Lenox, MA 01240 +1 413-637-5165 http://www.tanglewoodevents.com/
Excellent
85%
Good
11%
Satisfactory
2%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 1,150 reviews

Tanglewood

The summer home of the Boston Symphony Orchestra features performances by world-renowned conductors, soloists and musicians.

Reviewed By Curious782318

A must see while in Berkshires! Amazing house, beautiful grounds, and interesting educational experience learning about Edith Wharton. Tour guides were informative and engaging!

2. Berkshire Whitewater

Excellent
97%
Good
3%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 65 reviews

Berkshire Whitewater

We provide whitewater and scenic rafting trips to all ages and abilities on the Deerfield River as well as other local seasonal runs. The Deerfield river offers something for everybody - Mild to Wild!

3. Berkshire East Canopy Tours

Excellent
92%
Good
6%
Satisfactory
1%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 312 reviews

Berkshire East Canopy Tours

Berkshire East Canopy Tours (BECT) has 25 Zip Lines spanning 3 different Tours. Our 4.14 miles of Zip Lines that are constructed with a Passive Gravity Braking system. Each Tour features Dual Racing Zip Lines which allows two rider to Zip at the same time. The Valley Jump Tour has two of the Longest Zip Lines in North America- X1 is 2300' -- X2 is 2600' in length. Riders on these zips fly 187' above the valley floor. The BECT Guides are friendly, informative and trained/certified by the leading Zip Line Design and Building company in the nation, Experience Based Learning.

4. Zoar Outdoor/Deerfield Valley Canopy Tours

Excellent
92%
Good
6%
Satisfactory
1%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 538 reviews

Zoar Outdoor/Deerfield Valley Canopy Tours

Since 1989, Zoar Outdoor has offered the best in New England white water rafting trips, zip line canopy tours, kayaking clinics, canoeing instruction, rock climbing classes and bike rentals for adventurers of all abilities, from beginners to experts. Based out of our convenient location in the Berkshires in western Massachusetts, Zoar Outdoor river trips, canopy tours and instructional clinics are only 2 hours from Boston and New Haven and just 3 hours from Providence and New York City.

5. Ramblewild

Excellent
97%
Good
2%
Satisfactory
0%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 425 reviews

Ramblewild

Set on 1,400 acres in the mountains of Berkshire County, Ramblewild is a premier mission-driven Forest Adventure Destination created to inspire learning & conservation through fun activities. Located within a natural hardwood forest, Ramblewild has an award-winning Aerial Adventure Park, nature Trails, Low Ropes Course, Campground & a maple sugarbush. Whether you’re a fitness fan who loves an outdoor workout, a thrill-seeker looking for revitalizing fun, or someone eager to escape from the city for an outdoor adventure, we have something for everyone! Our Aerial Adventure Park, sustainably built in 10 acres of a dramatic forest setting, has 8 tree to tree trails of varying degrees of difficulty. You'll climb & traverse self-guided over a series of 150 elevated elements including ropes, ladders, zip lines, bridges & swings. Soar through the tree canopy & zip across a ravine in a kayak, on a saddle or high zip lines for an exhilarating outdoor experience. Tickets valid for 3.5 hours.

6. Balderdash Cellars

81 State Road, Richmond, MA 01254 +1 413-464-4629 [email protected] http://balderdashcellars.com
Excellent
94%
Good
6%
Satisfactory
0%
Poor
0%
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Overall Ratings

5.0 based on 79 reviews

Balderdash Cellars

Hi everyone, we are open for on-premise enjoyment of some great vino, locally produced, craft beer, and some delicious food! (To minimize employee guest contact, we are not currently offering tasting flights.) We will be operating at a significantly reduced capacity and with numerous other safety measures in place. In short, reservations are 100% required, we will provide table service, and groups are limited to 6 people. Please visit our website if you would like to make a reservation. Trust us, we know it is a completely new way to operate for the winery, so please contact us with any questions. We continue to provide curb side pick-up, free local delivery, and shipping in MA. Please check website for special hours.

Reviewed By robinfT2095HX

My husband & I stumbled on this beautiful hidden gem in the Berkshire’s...Situated on a pretty lake, this place offers fantastic views, great wine, delicious food (from Biggins Diggins, a cool food truck with excellent lobster rolls), and live music by a very talented musician named Brian. We scheduled a reservation online and scored a table for 2 under a tent , which worked out wonderfully since it was a pretty hot sunny day. With the reservation they allowed us to stay as long as we like, anywhere between 12:30pm-4:30pm. Social distancing was observed, and guests are required to wear masks when not seated at their table. Outside the tent, other guests were spread out over the rolling lawn with chairs, picnic blankets & umbrellas, and some found a shady spot under a tree. Excellent service & friendly staff.. this is absolutely one of the best wineries we have visited. The ultimate relaxing afternoon at this happy place!

7. The Mount, Edith Wharton's Home

2 Plunkett St, Lenox, MA 01240-2704 +1 413-551-5111 [email protected] https://www.edithwharton.org
Excellent
70%
Good
25%
Satisfactory
4%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 917 reviews

The Mount, Edith Wharton's Home

The Mount, Edith Wharton's Home is an historic house museum and vibrant cultural center located in the heart of the Berkshires of Western Massachusetts. A day at The Mount is an opportunity to experience the beauty and splendor of Wharton’s beloved country estate. Take a tour of the mansion Edith Wharton designed and where she wrote The House of Mirth and Ethan Frome. Explore the extensive grounds and gardens and view this year’s outdoor sculpture show. Enjoy drinks and seasonal fare at the outdoor café and shop for the perfect gift or a new Wharton title in the bookstore. Advance registration required. Please book at EdithWharton.org Please practice safe social distancing while you are here and follow our Safety Guidelines, posted on our website.

Reviewed By bbright1 - New York City, United States

On a roadtrip through the Berkshires decided to stop here for a few minutes. Ended up spending at least a couple of hours. The grounds are stunning and there is so much to explore from the formal gardens, trails through the woods and pet cemetery. I didn't even have time to tour the inside of the house, but I thoroughly enjoyed The Mount.

8. Williamstown Theatre Festival

Williamstown, MA +1 413-458-3200 http://wtfestival.org/
Excellent
82%
Good
12%
Satisfactory
2%
Poor
1%
Terrible
3%
Overall Ratings

4.5 based on 178 reviews

Williamstown Theatre Festival

This famous theater, located in the Berkshires, presents several productions each summer.

9. Norman Rockwell Museum

9 Glendale Rd, Stockbridge, MA 01262-9703 +1 413-298-4100 http://www.nrm.org
Excellent
78%
Good
18%
Satisfactory
3%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 2,422 reviews

Norman Rockwell Museum

Founded in 1969, this museum has the world's largest and most significant collection of Rockwell drawings and paintings. *The Museum now requires the purchase of timed-tickets in advance of your arrival. Reserve your tickets on our website (nrm.org).

Reviewed By NotesOnNashville - Nashville, United States

It’s no wonder that Steven Spielberg and George Lucas are collectors of Rockwell. He’s more than a painter; he’s a storyteller. A passing glance is not enough to gain the richness of his creations. Notice the details in the paintings; there are clues that enrich the stories. The museum is is a mixture of original paintings, sketches, high-quality prints, photos, notes and brief videos. I’ll only hit the most striking parts to me. A guide pointed out some “hidden in plain view” details in his painting "Moving Day" that intrigued me. Look closely. You’ll see three different types of baseball gloves held by the children with Rockwell hinting they might someday be on the same team. The children are perhaps a bit uncertain as the racial lines come down. The black girl holds a white cat; the white kids have a black dog. It’s only the animals who seem to have a problem with each other. Another revelation was the painter’s friendship with noted psychotherapist Erik Eriksen (the man who introduced the term “identity crisis.”) It’s suggested that Eriksen affirmed Rockwell’s recurring theme of tolerance. In addition to the museum, a short walk takes you to his studio which was formerly in downtown Stockbridge. Here again, a wonderful guide told fascinating stories that led to a greater appreciation of his work. The view from the light-filled studio is stunning.

10. MASS MoCA

1040 Mass Moca Way, North Adams, MA 01247-2499 +1 413-662-2111 [email protected] http://www.massmoca.org
Excellent
73%
Good
19%
Satisfactory
6%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 921 reviews

MASS MoCA

Housed on a restored 19th century factory campus, MASS MoCA is the largest center for contemporary visual and performing arts in the country. Open year round with full schedule of live events, changing exhibitions and Sol LeWitt Wall Drawing Retrospective.

Reviewed By I3787BHstephaniel - Huntington, United States

Conceptual and interactive art is exhibited in a series of old mill buildings.We have seen things ranging from a wonderful 150 ft dragon made of car parts that looked as light as a darning needle to Nick Cave's room filling anti violence creation.. Videos, textile art, holograms, interactive sound producing devices. Never boring in Mass Moca. We visit about once a year, sometimes more.It is a huge series of interconnected buildings and easy to get lost in but still user friendly.Kids space is great. This is a museum to introduce children to modern art.Good cafe as well

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