Great Barrington

Travel Guide

Great Barrington
Great Barrington which includes cbd
Great Barrington which includes central business district, café scenes and outdoor eating
Great Barrington featuring a church or cathedral
Great Barrington which includes a church or cathedral

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

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is CA $139 per night from Aug 13 to Aug 14
CA $139
CA $156 total
Aug 13 - Aug 14
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 ...
8.2/10 Very Good! (1,008 reviews)
Budget friendly Tanglewood accommodation
"Hotel was great for a night at Tanglewood. Location key. Nice that we could walk around Great Barrington in search of breakfast. Easy to find. Clean."

Reviewed on Jul. 22, 2025

Quality Inn
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 CA $240 per night from Aug 3 to Aug 4
CA $240
CA $268 total
Aug 3 - Aug 4
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! (641 reviews)
"Nice stay overall, but way overpriced for a Holiday Inn!! The breakfast was underwhelming."

Reviewed on Jul. 27, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
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
The price is CA $208 per night from Aug 14 to Aug 15
CA $208
CA $232 total
Aug 14 - Aug 15
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 ...
9.2/10 Wonderful! (719 reviews)
"No complaints at all. Great place to stay!"

Reviewed on Jul. 25, 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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.
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Great Barrington
Stay at this vacation home in Great Barrington. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Art et Industrie and Monument ...
7.2/10 Good! (44 reviews)
Christmas 2024
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"

Reviewed on Jan. 4, 2025

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Exclusive Estate, Heated Yearround Outdoor Pool

Exclusive Estate, Heated Yearround Outdoor Pool

Egremont
Stay at this vacation home in Great Barrington. Enjoy private pools, a garden, and laundry facilities. Popular attractions Catamount Aerial Adventure Park and ...
9.6/10 Exceptional! (19 reviews)
2025 Family Trip
"The property was well located for seeing all in the Berkshires. We reserved 2 houses and the other property was our main location, so I only visited this property on check-in. I was told the beds may be in need of replacement. Otherwise, it worked great for us."

Reviewed on Jul. 3, 2025

Exclusive Estate, Heated Yearround Outdoor Pool
Peaceful Retreat Compound 10 Minutes to Great Barrington!

Peaceful Retreat Compound 10 Minutes to Great Barrington!

Great Barrington
Book a stay at this family-friendly vacation home in Great Barrington. Enjoy free WiFi, private pools, and a sauna. Popular attractions Catamount Aerial Adventure ...
10/10 Exceptional! (25 reviews)
"A Truly Blissful Family Vacation in Great Barrington My family and I just spent a week at Julie’s peaceful retreat compound in Great Barrington, and I can honestly say—it was everything we hoped for and more. From the moment we arrived, we felt welcomed and relaxed. Julie was incredibly sweet and ..."

Reviewed on Jul. 20, 2025

Peaceful Retreat Compound 10 Minutes to Great Barrington!
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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