The Berkshires

Travel Guide

Photo provided by Photo courtesy of Berkshire Visitors Bureau
Photo provided by Photo courtesy of Berkshire Visitors Bureau
Photo provided by Photo courtesy of Berkshire Visitors Bureau
Photo provided by Photo courtesy of Berkshire Visitors Bureau
The Berkshires

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

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
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is P5,067 per night from Aug 25 to Aug 26
P5,067
P6,299 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,913 reviews)
Kids loved it
"Great place. Kids loved it. Friendly staff and guests."

Reviewed on Jul 30, 2025

Vacation Village in the Berkshires
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
The price is P8,379 per night from Sep 1 to Sep 2
P8,379
P9,359 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,001 reviews)
"Staff was fine- they were fine but didn’t really go the extra mile."

Reviewed on Jul 30, 2025

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
The price is P14,460 per night from Aug 11 to Aug 12
P14,460
P16,151 total
Aug 11 - Aug 12
includes taxes & fees
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (476 reviews)
"The property was spacious but still had a cozy feel."

Reviewed on Jul 29, 2025

The Williams Inn
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 fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,913 reviews)
Kids loved it
"Great place. Kids loved it. Friendly staff and guests."

Reviewed on Jul 30, 2025

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! (957 reviews)
"Great"

Reviewed on Jul 26, 2025

Jiminy Peak Mountain Resort
The Ponds at Foxhollow

The Ponds at Foxhollow

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 The Mount are located ...
8.6/10 Excellent! (123 reviews)
"Staff was responsive and very helpful. The property was well-landscaped and clean. Check-in and out were easy. The outdoor pool area was very nice, however, the unheated pool was too cold. The property was close to Lenox, Lee, and Stockbridge, all offering lots of dining options. The apartment was ..."

Reviewed on Jul 28, 2025

The Ponds at Foxhollow
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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