The Berkshires, MA

Travel Guide
Photo provided by Photo courtesy of Berkshire Visitors Bureau
This mountain range in west Massachusetts combines spectacular nature, world-class cultural destinations and charming New England towns.

The Berkshires is a picturesque mountain range that runs for 98 miles (158 kilometers) along Massachusetts west border. Known for its scenic beauty and its cultural offerings, the Berkshires is one of the state’s top vacation destinations.

Bring a pair of comfortable hiking boots and explore the beautiful wilderness. Hike some of the famous Appalachian Trail, which runs through the Berkshires on its 2,160-mile (3,476.18-kilometer) journey. The Berkshires portion of the trail passes through spectacular peaks such as Mount Greylock and Mount Everett, along with small New England towns.

Explore the trees at the “living tree library” of Hebert Arboretum. This 231-acre (93.5-hectare) park lies in the city of Pittsfield, the largest town in the Berkshires. The arboretum is home to fields, forests and wildflowers. During the spring and fall, the garden is host to migrating songbirds.

Surround yourself with flowers at the Berkshire Botanical Garden in Stockbridge, 14 miles (22.5 kilometers) south of Pittsfield. Browse more than 3,000 species of plants in the botanical garden, which is one of the oldest public gardens in the United States. It was founded in 1934. Stay in Stockbridge to visit the Norman Rockwell Museum of Art, which has the world’s largest collection of work by the famous American artist. Rockwell spent the last several decades of his life in the town, and the museum displays over 500 pieces of his art.

If you’re in Stockbridge in summer, visit Tanglewood. The music venue is the summer home of the Boston Symphony Orchestra and hosts regular music concerts.

Drive 1-hour north of Stockbridge to North Adams for the Massachusetts Museum of Contemporary Art, one of the largest and most renowned contemporary art centers in the United States. Look through 19 galleries in the converted factory space.

The best time to visit the Berkshires is in summer, when the Boston Symphony Orchestra is in residence and many visitors flock to the mountains from New York and Boston. Cold winters are best enjoyed indoors, but there are plenty of museums, concert halls and theaters to keep visitors occupied.

To learn more about all there is to do in the region, visit the official Berkshires of Western Massachusetts tourism website.

Where to stay in The Berkshires

Private Little Robinhood Lake in the Berkshires , took 2 great pictures here. It was perfectly serene, later in the day and a peaceful quiet you don't often experience in this day and age.

Sherwood Forest

While there might not be top attractions in Sherwood Forest, you can explore the larger area and discover places like Pyramid Lake and Jacob's Pillow.

Sherwood Forest
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,227 per night from May 1 to May 2
NT$3,227
per night
May 1 - May 2
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (223 reviews)
Weekend Stay
"Overall, we had a pleasant stay. The staff was nice and helpful. The room was clean and modern. My only complaint is that the room was much too dark. I had to use the flashlight on my phone! Additional lighting is definitely needed."

Reviewed on 2024/4/22

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is NT$3,886 per night from May 6 to May 7
NT$3,886
per night
May 6 - May 7
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and a full-service spa. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (867 reviews)
"What a pleasure to have the opportunity to stay in an historic inn such as the Red Lion."

Reviewed on 2024/4/13

The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is NT$3,692 per night from Apr 25 to Apr 26
NT$3,692
per night
Apr 25 - Apr 26
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,000 reviews)
"I would highly recommend the Yankee. The front desk person was kind and welcoming. As soon as I opened the door to my room, I was pleased to see how clean and cozy it was. The breakfast room was well stocked, and the pool was being enjoyed by families with children. I would definitely stay again. ..."

Reviewed on 2024/4/16

The Yankee, Trademark Collection by Wyndham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3 out of 5
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (856 reviews)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"

Reviewed on 2023/11/19

Jiminy Peak Mountain Resort
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a children's pool, and a health club. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,669 reviews)
"I was really impressed with my room. Especially for the cost. Very spacious layout compared to a normal hotel room. I get that it may be a down time in terms of seasonal bookings for that area. However, it was a great place at a great value; even during a conference week (which is why I was there) ..."

Reviewed on 2024/4/19

Vacation Village in the Berkshires
The Ponds at Foxhollow by Capital Vacations
The Ponds at Foxhollow by Capital Vacations
3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and National Shrine of the ...
8.6/10 Excellent! (110 reviews)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window."

Reviewed on 2023/12/27

The Ponds at Foxhollow by Capital Vacations
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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