The Berkshires

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

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Sherwood Forest

When in Sherwood Forest, you can plan a visit to Pyramid Lake and Jacob's Pillow, some noteworthy sights in the nearby area.

Sherwood Forest
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is HK$839 per night from 6 Nov to 7 Nov
HK$839
HK$938 total
includes taxes & fees
6 Nov - 7 Nov
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (433 reviews)
"Fun and funky spot with very friendly and helpful staff."

Reviewed on 3 Nov 2024

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is HK$1,135 per night from 14 Nov to 15 Nov
HK$1,135
HK$1,616 total
includes taxes & fees
14 Nov - 15 Nov
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"The Autumn display, the charming setting The seating arrangement in the lobby Lended itself to conversation."

Reviewed on 29 Oct 2024

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 HK$654 per night from 12 Nov to 13 Nov
HK$654
HK$731 total
includes taxes & fees
12 Nov - 13 Nov
Book a 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 ...
9/10 Wonderful! (1,011 reviews)
Great Hotel! Would highly recommend!
"Great hotel at a good value."

Reviewed on 1 Nov 2024

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.
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 health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,741 reviews)
"The suite was clean, comfortable, and ready when I arrived."

Reviewed on 2 Nov 2024

Vacation Village in the Berkshires
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 property condition in our reviews. Popular ...
8.2/10 Very Good! (913 reviews)
"Nice fall view"

Reviewed on 1 Nov 2024

Jiminy Peak Mountain Resort
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Egremont
Book a stay at this family-friendly villa in Great Barrington. Enjoy a fitness center, a garden, and tennis courts. Popular attractions Thom Reed UFO Monument ...
10/10 Exceptional! (31 reviews)
Fall Wedding
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone."

Reviewed on 14 Oct 2024

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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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