Great Barrington Travel Guide

Tourist Guide

Great Barrington
Great Barrington which includes cbd
Great Barrington which includes café lifestyle, city views 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 centre 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 Centre. 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 kilometres) ofscenic 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 kilometres) 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 centre 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 £85 per night from 17 Aug to 18 Aug
£85
17 Aug - 18 Aug
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Property was very nice clean rooms"

Reviewed on 29 Jul 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
Fully refundable
The price is £147 per night from 12 Aug to 13 Aug
£147
12 Aug - 13 Aug
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (641 reviews)
"Nice stay overall, but way overpriced for a Holiday Inn!! The breakfast was underwhelming."

Reviewed on 27 Jul 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 £127 per night from 27 Aug to 28 Aug
£127
27 Aug - 28 Aug
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (720 reviews)
"Didn’t like that the air conditioning and fan turned off . We woke up several times during the night because of the lack of sound and the room got warmer until the thermostat started the AC up again."

Reviewed on 29 Jul 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, Massachusetts
Stay at this holiday 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 4 Jan 2025

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

Exclusive Estate, Heated Yearround Outdoor Pool

Egremont, Massachusetts
Stay at this holiday 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 3 Jul 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, MA
Stay at this family-friendly holiday home in Great Barrington. Enjoy free Wi-Fi, private pools and a sauna. Popular attractions Catamount Aerial Adventure Park ...
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 20 Jul 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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