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) 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 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 ₹8,680 per night from 30 Jul to 31 Jul
₹8,680
₹9,696 total
30 Jul - 31 Jul
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! (1,006 reviews)
Nice get away
"We had a very nice stay , the staff was friendly , everything was very clean and quiet. The breakfast was great , I’d stay again."

Reviewed on 13 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 ₹14,009 per night from 31 Jul to 1 Aug
₹14,009
₹15,648 total
31 Jul - 1 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! (636 reviews)
"Great place to stay. Excellent staff."

Reviewed on 13 Jul 2025

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

The Little Lion

3 out of 5
506 Stockbridge Road, Great Barrington, MA
The price is ₹13,731 per night from 23 Jul to 24 Jul
₹13,731
₹15,337 total
23 Jul - 24 Jul
includes taxes & fees
Stay at this 3-star motel in Great Barrington. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff in their reviews. Popular ...
8.6/10 Excellent! (511 reviews)
I miss the Briarcliff
"The Little Lion used to be the Briarcliff Motel 2 years ago. We stayed there 2 years ago specifically because it was dog friendly and the price was affordable. The Red Lion has taken over the property in the past 2 years and the place has changed. It's still largely the same but instead of dog-friendly ..."

Reviewed on 14 Jul 2025

The Little Lion
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.
Micosta Leisure Inn

Micosta Leisure Inn

3 out of 5
3007 County Rd 20, Hudson, NY
Stay at this 3-star business-friendly aparthotel in Hudson. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9.2/10 Wonderful! (106 reviews)
Surprisingly delightful!
"Was not expecting such an amazing stay. The room was more like a beautiful apartment with lovely water views. Our host was awesome and we will return. Thank you for taking such good care of us."

Reviewed on 29 Jun 2025

Micosta Leisure Inn
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (121 reviews)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."

Reviewed on 14 May 2025

The Ponds at Foxhollow
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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