Great Barrington, MA

Travel Guide

A row of parked cars along a street lined with brick buildings, including a sign for 'Vault Studio' and 'Hotpoint'.
Great Barrington
A street scene with a restaurant named 'Baba Louie's' and a car parked on the side of the road.
Great Barrington
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.

Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is ¥21,358 per night from Jul 1 to Jul 2
¥21,358
¥23,857 total
Jul 1 - Jul 2
includes taxes & fees
Book a 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 ...
8.6/10 Excellent! (1,002 reviews)
"Well-located just off main street and a block from restaurants and shops. Rooms were spacious and clean. Reception staff were helpful. Breakfast a good way to start the day with decent choices. Reasonably priced, given the area."

Reviewed on Jun 26, 2026

Quality Inn Great Barrington
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
The price is ¥19,409 per night from Jul 7 to Jul 8
¥19,409
¥21,680 total
Jul 7 - Jul 8
includes taxes & fees
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (571 reviews)
"Really nice, peaceful, clean, very comfortable mattress. Convenient check - in! I will be a repeat customer"

Reviewed on Jun 26, 2026

The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
The price is ¥24,099 per night from Jul 5 to Jul 6
¥24,099
¥26,918 total
Jul 5 - Jul 6
includes taxes & fees
Book a 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 ...
8.8/10 Excellent! (780 reviews)
"Great place to stay and it is convenient to local theaters and not too far from Tanglewood."

Reviewed on Jun 22, 2026

Holiday Inn Express Hotel & Suites Great Barrington by IHG
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.
Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat

Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions National Shrine of the Divine Mercy and ...
9.4/10 Exceptional! (16 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."

Reviewed on Jun 13, 2026

Cozy Riverside Berkshires Retreat
5 Minutes from The Appalachian Trail and Mount Washington. In the Berkshires!

5 Minutes from The Appalachian Trail and Mount Washington. In the Berkshires!

Egremont MA
Stay at this vacation home in Great Barrington. Enjoy a garden, patios, and in-room jetted tubs. Popular attractions Jug End State Reservation and Catamount ...
9/10 Wonderful! (27 reviews)
"Basic accommodations in a greet place. We enjoyed the land and seclusion of the yard. Fire pit was great for a couple of cool May nights!"

Reviewed on May 4, 2026

5 Minutes from The Appalachian Trail and Mount Washington. In the Berkshires!
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

New Marlborough MA
Stay at this cottage in Great Barrington. Enjoy laundry facilities, patios, and in-room washers/dryers. Popular attractions Lake Buel and Les Trois Emme Winery ...
9.2/10 Wonderful! (44 reviews)
"Could not have been more relaxing or enjoyable."

Reviewed on Oct 14, 2025

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
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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