Great Barrington, MA

Travel Guide

Great Barrington
Great Barrington
Great Barrington which includes city views
Great Barrington showing central business district, cafe lifestyle and outdoor eating
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) 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.

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
The price is ¥10,242 per night from Mar 23 to Mar 24
¥10,242
¥11,441 total
Mar 23 - Mar 24
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 ...
8.4/10 Very Good! (1,003 reviews)
Staff was helpful and friendly. Room was clean and comfortable.

Reviewed on Feb 12, 2026

Quality Inn
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
The price is ¥30,315 per night from Mar 2 to Mar 3
¥30,315
¥39,044 total
Mar 2 - Mar 3
includes taxes & fees
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area ...
9.6/10 Exceptional! (19 reviews)
Excellent local stay - would recommend to all

Reviewed on Jan 25, 2026

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 ¥15,962 per night from Feb 25 to Feb 26
¥15,962
¥17,829 total
Feb 25 - Feb 26
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! (732 reviews)
Room was clean and breakfast was good

Reviewed on Feb 13, 2026

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.
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located ...
9.8/10 Exceptional! (31 reviews)
Great house with plenty of bedrooms and space! Perfect location for a ski weekend.

Reviewed on Jan 16, 2026

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Amazing  2-bedroom apartment sunny and quiet in Great Barrington

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ...
9.4/10 Exceptional! (42 reviews)
Great location! Walking distance to downtown attractions and the river walk. Nice sunny apartment with eclectic personally. Modern furnishings in an older building but it works! We had a great time exploring Great Barrington. Host answered questions quickly. We hope to go back this summer when things ...

Reviewed on Jan 19, 2026

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

Great Barrington MA
Book a stay at this ski vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Lake Mansfield Park and Housatonic ...
9.8/10 Exceptional! (55 reviews)
We really enjoyed our stay in Great Barrington. The location was excellent—close to the mountain and convenient to restaurants and town—and the house was a great fit for our family. Everything was comfortable and made for an easy, relaxing stay. One small thing to note is that the office area with ...

Reviewed on Jan 23, 2026

The Great Escape Ski Cottage w/HOT TUB @ 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.

Popular places to visit

Reviews of Great Barrington

4.4
Top Destination
5 - Excellent
105
5 - Excellent 56%
4 - Good
65
4 - Good 34%
3 - Okay
17
3 - Okay 9%
2 - Disappointing
2
2 - Disappointing 1%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

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

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

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

5/5 - Excellent

Verified traveler

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

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

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.

Cities near Great Barrington

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