Great Barrington

Travel Guide

Great Barrington
Great Barrington showing cbd
Great Barrington showing cbd, outdoor eating and café lifestyle
Great Barrington which includes 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 €114 per night from 9 Jul to 10 Jul
€114
9 Jul - 10 Jul
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! (1,002 reviews)
"It was clean and comfortable and a great location. Breakfast was good. Staff were helpful and pleasant."

Reviewed on 22 Jun 2025

Quality Inn
Prospect Berkshires
Prospect Berkshires
2 out of 5
50 Prospect Lake Rd, Egremont, MA
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Catamount Aerial Adventure Park and Catamount ...
Prospect Berkshires
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 €158 per night from 2 Jul to 3 Jul
€158
2 Jul - 3 Jul
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! (630 reviews)
"Pleasant lobby, good breakfast, helpful staff, large room with frig."

Reviewed on 18 Jun 2025

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.
Stay Lakeside This Summer!
Stay Lakeside This Summer!
Great Barrington
Stay at this vacation home in Great Barrington. Enjoy a garden, laundry facilities, and patios. Popular attractions Art et Industrie and Monument Mountain are ...
9.8/10 Exceptional! (73 reviews)
Stunning setting and beautiful home
"We loved our stay. The setting is spectacular right on a pond with complete privacy yet so close to town. The host was warm and welcoming. The home was not only artistically designed but provided for all our needs. We are looking forward to returning for a fall foliage getaway."

Reviewed on 26 May 2025

Stay Lakeside This Summer!
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! (43 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
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)
Great spot, great hosts!
"Lovely horse farm in the woods but not too far from useful shops. We had a great experience."

Reviewed on 20 Mar 2025

Exclusive Estate, Heated Yearround Outdoor Pool
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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