Great Barrington, MA

Travel Guide
Great Barrington which includes city views
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.

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2 out of 5
400 Stockbridge Rd, Great Barrington, MA
The price is NT$2,418 per night from Jun 16 to Jun 17
NT$2,418
per night
Jun 16 - Jun 17
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (459 reviews)
"No amenities but that didn’t matter to us. Just needed a clean and quiet place for the night. I would stay here again"

Reviewed on 2024/5/24

Travelodge by Wyndham Great Barrington Berkshires
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is NT$3,338 per night from Jun 16 to Jun 17
NT$3,338
per night
Jun 16 - Jun 17
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 ...
8/10 Very Good! (1,009 reviews)
"Really clean and great staff"

Reviewed on 2024/6/1

Quality Inn
Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is NT$2,757 per night from Jun 9 to Jun 10
NT$2,757
per night
Jun 9 - Jun 10
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (604 reviews)
Cute!
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"

Reviewed on 2024/6/4

Monument Mountain Motel
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 WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
8.8/10 Excellent! (71 reviews)
"Expedia said they have a Sunday buffet, but they didn't."

Reviewed on 2024/5/16

Micosta Leisure Inn
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.

Popular places to visit

Reviews of Great Barrington

4.4
Top Destination
5 - Excellent
105
" "5 - Excellent 55.55555555555556%
4 - Good
65
" "4 - Good 34.39153439153439%
3 - Okay
17
" "3 - Okay 8.994708994708995%
2 - Disappointing
2
" "2 - Disappointing 1.0582010582010581%
1 - Terrible
0
" "1 - Terrible 0%

5/5 - Excellent

Verified traveler
Feb 23, 2020

It's a good sized town with some very interesting shopping. We didn't eat there so I can't say anything about the restaurants.

3/5 - Okay

Verified traveler
Dec 24, 2019

This hotels breakfast was awful. Old dried out eggs. Moldy bread. Grinds in coffee. Heater was broken in room. Had it set on 68 and it felt like 80. Finally turned it off and had no heat.

4/5 - Good

Verified traveler
Nov 30, 2019

This was a holiday trip to visit with family. The location was convenient with easy access to neighboring towns

5/5 - Excellent

Verified traveler
Nov 22, 2019

It was an excellent "base" for a few days of hiking on the Appalachian Trail in Western Massachusetts. Surprising variety of restaurants in the town, all that we tried were excellent.

3/5 - Okay

Verified traveler
Nov 1, 2019

Went to visit my daughter at Bard. They should consider a shuttle to college. There are no taxis and public transport is extremely limited.

5/5 - Excellent

Verified traveler
Oct 31, 2019

Great Barrington is a quaint town, with great shopping, dining, hiking, and views. It's beautiful any time of year. Check out the concerts put out by the professional choral group, Crescendo.

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