Great Barrington

Travel Guide
Great Barrington

Enjoy fine dining and antique shopping at this Berkshires hub, along with hiking, biking and skiing in the surrounding countryside.

Visit Great Barrington, the largest town in the southwest Berkshires, for outdoor activities. With more hotels, restaurants and services than in neighboring towns and villages, it’s an ideal weekend destination and a great base for exploring the area.

While Great Barrington oozes with colonial charm, the town is not sleepy. You’ll find plenty to see and do. Get acquainted with the town center by strolling along Main Street and browsing numerous antique stores. Before shopping, consider converting your dollars into Berkshares. This local currency experiment is designed to strengthen the area’s economy; visitors who use Berkshares receive discounts.

Later, select from the town’s great restaurants and funky bars. Great Barrington is home to many ex-New Yorkers and is a popular weekend destination for Manhattanites. Its diverse and sophisticated selection of restaurants appeals to this cultured clientele. Head to the Saturday farmers market for fresh, locally sourced produce.

Great Barrington has cultural attractions too. For drama, film and concerts, visit the Mahaiwe Performing Arts Center. Built in 1905, this local institution is still going strong after more than a century. Enjoy an art exhibit at the Vault Gallery and look for the namesake vault with the safe door still intact from the days when the building was used as a bank.

While staying here, explore the great outdoors in a variety of ways. Head for the nearby nature reservation of Bartholomew’s Cobble, a rocky, tree-covered knoll with 6 miles (10 kilometers) of scenic hiking trails. Just a 10-minute drive from the town, you’ll find Monument Mountain, which offers breathtaking views over the Housatonic River Valley. In winter, hit the slopes at the popular local ski resort Ski Butternut, which is 3 miles (5 kilometers) from Great Barrington.

Reach Great Barrington in about 2.5 hours from Boston or New York. Getting to and around this rural area is easiest by car. After enjoying everything the town center offers, grab a map and head out to see the spectacular countryside.

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, 01230
The price is CA $161 per night from May 30 to May 31
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
4.3/5 Excellent! (270 reviews)
"The point here is consistency, access to everything and attentive service. The Covid scare changed a lot, but HIE has been on top - disciplined, reasonable and effective. HIE rooms are "top" accommodations. Not fancy, but very clean, efficient and comfortable. Highly recommendable. Included breakfast ..."

Reviewed on Apr. 11, 2022

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA, 01230
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Jun 2 to Jun 3
Stay at this family-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
4.6/5 Wonderful! (521 reviews)
"Overall a pleasant stay. The reception staff was very efficient and helpful in recommending activities and restaurants. We understand the need for limited towel refresh, but there was no indication of cleaning staff on the first night to empty wastebaskets and replace coffee. We felt that oversight ..."

Reviewed on May 12, 2022

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA, 01230
The price is CA $161 per night from Jun 8 to Jun 9
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
3.8/5 Good! (783 reviews)
"Check in staff on day we arrived was not so friendly. Seemed annoyed we had showed up. Staff sitting at desk the next morning at 8:30 when Breakfast was happening was eating and scrolling on an ipad. Didn't pay attention to the fact that there were only eggs left and no sausage or bacon...."

Reviewed on Apr. 24, 2022

Quality 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.
Great Barrington apartment, Short walk to downtown
Great Barrington apartment, Short walk to downtown
Great Barrington, MA
Stay at this family-friendly apartment in Great Barrington. Enjoy WiFi, onsite parking, and a porch. Popular attractions Housatonic River and Mahaiwe Performing ...
4.9/5 Exceptional! (53 reviews)
Great location!
"This was a perfect space for us and our toddler. We could easily walk to town, but it was far enough where it was still quiet. It had everything we needed and the owners were easy to communicate with. Would def stay here again!"

Reviewed on Mar. 7, 2022

Great Barrington apartment, Short walk to downtown
Nestled minutes from Main Street, Great Barrington
Nestled minutes from Main Street, Great Barrington
Great Barrington, MA
Stay at this family-friendly apartment in Great Barrington. Enjoy WiFi, onsite parking, and a garden. Popular attractions Mahaiwe Performing Arts Center and ...
4.9/5 Exceptional! (59 reviews)
Great stay in Great Barrington
"Lovely condo with a well appointed kitchen, adorable sunroom, nice bedroom and comfortable living room. Easy drive to downtown GB and close to the village of Stockbridge. Condo was extremely clean and quiet. Thanks for a great stay"

Reviewed on Apr. 25, 2022

Nestled minutes from Main Street, Great Barrington
Less than 1/2 hour from Tanglewood and close the the Appalachian Trail.
Less than 1/2 hour from Tanglewood and close the the Appalachian Trail.
Great Barrington, MA
Stay at this vacation home in Great Barrington. Enjoy WiFi, onsite parking, and a garden. Popular attractions Jug End State Reservatio and Catamount Ski Area ...
5/5 Exceptional! (6 reviews)
Cozy house near attractions
"Our stay at this cozy house was lovely. It is on an open patch of property and quite private. If you have children, there are stairs to negotiate. The rooms are spacious and comfortable with a full kitchen. The town of Great Barrington is just 10 minutes away with lots of options for shops and dining. ..."

Reviewed on Apr. 28, 2022

Less than 1/2 hour from Tanglewood and close the the Appalachian Trail.
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.

Cities near Great Barrington