Great Barrington Travel Guide

Tourist Guide

Great Barrington
Great Barrington which includes central business district
Great Barrington which includes central business district, café lifestyle and outdoor eating
Great Barrington featuring a church or cathedral
Great Barrington showing 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) 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 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 AU$150 per night from 23 Feb to 24 Feb
AU$150
includes taxes & fees
23 Feb - 24 Feb
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 ...
8/10 Very Good! (1,002 reviews)
"Quick easy check in. Right on main st plenty of options!"

Reviewed on 31 Jan. 2025

Quality Inn
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
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 12 Feb to 13 Feb
AU$214
includes taxes & fees
12 Feb - 13 Feb
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! (594 reviews)
"Great staff, decent breakfast and spacious room"

Reviewed on 31 Jan. 2025

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
The price is AU$270 per night from 23 Feb to 24 Feb
AU$270
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this spa hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (683 reviews)
"The front desk person was amazing."

Reviewed on 2 Feb. 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.
Private Estate, Heated Yearround Outdoor Pool
Private Estate, Heated Yearround Outdoor Pool
Egremont
Stay at this vacation home in Great Barrington. Enjoy private pools, a garden, and patios. Popular attractions Catamount Aerial Adventure Park and Catamount ...
10/10 Exceptional! (15 reviews)
Perfect location and home
"The home was beautiful and it was a gorgeous property too. It had all the right amenities in the kitchen."

Reviewed on 13 Jan. 2025

Private 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! (19 reviews)
Perfect spot
"This home is located in a beautiful area with plenty of nature surrounding. The amenities included are incredible. A large group of us visited and had so much fun on the pickle ball courts, hanging around the bonfire, and relaxing with the sauna and hot tub. This place can’t be beat!!"

Reviewed on 12 Nov. 2024

Peaceful Retreat Compound 10 Minutes to Great Barrington!
5 Minutes from Catamount Ski Area
5 Minutes from Catamount Ski Area
Egremont
Stay at this vacation home in Great Barrington. Enjoy a garden, patios, and in-room jetted tubs. Popular attractions Jug End State Reservatio and Catamount Ski ...
9/10 Wonderful! (21 reviews)
"Cozy spot after skiing."

Reviewed on 13 Jan. 2025

5 Minutes from Catamount Ski Area
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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