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The Berkshires, MA
Travel Guide

The Berkshires which includes snow and snow boarding

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

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Free Cancellation
The price is $101 per night from Jun 27 to Jun 27
Situated on a river, this hotel is 0.1 mi (0.1 km) from Housatonic River and 2.8 mi (4.6 km) from Ski Butternut. Lake Mansfield Park and Mahaiwe Performing Arts ...
4.3/5Excellent! (146 reviews)
"The hotel was super clean, with a pool that was big enough for a small group. My daughter and i went there twice and we were the only ones there."

Reviewed on Jun 7, 2021

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Hancock, MA
The price is $195 per night from Jun 23 to Jun 23
Situated in Hancock, this condo building is 0.1 mi (0.1 km) from Jiminy Peak Mountain Resort and within 6 mi (10 km) of Mount Greylock State Reservation and ...
4.2/5Excellent! (1,366 reviews)
"It was clean and a good value. the staff was very courteous and helpful"

Reviewed on Jun 15, 2021

Vacation Village in the Berkshires
Club Wyndham Bentley Brook
Club Wyndham Bentley Brook
3 out of 5
1 Corey Road, Hancock, MA
Offering ski-in/ski-out access, this hotel in Hancock is in the mountains, 0.1 mi (0.1 km) from Jiminy Peak Mountain Resort, and close to winter activities such ...
4.6/5Wonderful! (236 reviews)
"The suite was nice. Spacious and fully equipped. It was clean and modern, absolutely nothing wrong. Amenities were nice and clean. Area is beautiful. We had a great weekend and my kids loved the indoor/outdoor pool"

Reviewed on Jun 15, 2021

Club Wyndham Bentley Brook
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.
NEW Secluded A-frame Cabin: Fire Pit, Walk to Lake
NEW Secluded A-frame Cabin: Fire Pit, Walk to Lake
Becket, MA
Located in Sherwood Forest, this cabin is 2.8 mi (4.5 km) from Iroquis Waterfront and within 6 mi (10 km) of October Mountain State Forest and Jacob's Pillow. ...
4.7/5Exceptional! (3 reviews)
An Amazing Getaway
"We really enjoyed our stay at the A-Frame cabin. The place is just as great as it looks in the pictures. Such a cozy & comfortable place to stay! Communication with Kathy & Chris was top notch. They were excellent hosts. The cabin felt so secluded with the lake right across from it. We can't wait ..."

Reviewed on Mar 31, 2021

NEW Secluded A-frame Cabin: Fire Pit, Walk to Lake
Honeysuckle Rose Cottage
Honeysuckle Rose Cottage
Pittsfield, MA
Situated in Pittsfield, this vacation home is within 2 mi (3 km) of Colonial Theater, Berkshire Museum, and Berkshire Athenaeum. Housatonic River and Canoe Meadows ...
4.5/5Wonderful! (2 reviews)
Quaint and Beautiful Little Cottage
"We loved staying here! It was quaint and relaxing, just what we wanted. Despite the age of the cottage the heaters throughout kept us nice and warm. We were cozy the whole time. Some great books to read on the shelves and the TV was set up with streaming services and cable. Not a far drive from trails ..."

Reviewed on Mar 11, 2021

Honeysuckle Rose Cottage
Cabin w/3 Acres, Tennis+bball Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+bball Courts by 4 Ski Mtns
Sandisfield, MA
Situated in a rural location, this cabin is within 9 mi (15 km) of Otis Ridge, Ashintully Gardens, and Beartown State Forest. Bidwell House Museum and County ...
4.7/5Exceptional! (12 reviews)
Lovely place
"We were mostly stuck inside the whole time because of rainy cold weather, but the house was perfect for a gathering of three families. It was clean and solid and all around a great time. Krystal was a perfect property manager!"

Reviewed on Jun 15, 2021

Cabin w/3 Acres, Tennis+bball Courts by 4 Ski Mtns
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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