Great Barrington, MA

Travel Guide

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
Great Barrington featuring 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, Rte 7 and Main Street, Great Barrington, MA
The price is ¥12,964 per night from Nov 26 to Nov 27
¥12,964
¥14,481 total
Nov 26 - Nov 27
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)
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.

Reviewed on Nov 6, 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
The price is ¥15,714 per night from Nov 16 to Nov 17
¥15,714
¥17,552 total
Nov 16 - Nov 17
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! (692 reviews)
Early check in.

Reviewed on Nov 9, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
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! (783 reviews)
Yes

Reviewed on Oct 31, 2025

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.
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"

Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"

Great Barrington, MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Monument Mountain Reservation ...
9/10 Wonderful! (2 reviews)
Great location with nice space to hangout as a group - appreciated the music and games options. Comfortable space. Host was very responsive and checked in with us. Small bathroom for 4 people but nice big windows throughout the house for good light and great views. Everything was clean and ready ...

Reviewed on Oct 27, 2025

Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington, MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Lake Mansfield Park and Housatonic River ...
10/10 Exceptional! (1 review)
Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!

Reviewed on Sep 26, 2025

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

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

Great Barrington
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 ...
10/10 Exceptional! (27 reviews)
The Turning Point stay was excellent in every respect. We had a large group (11) and all had great sleeping locations, some with ensuite bathrooms, all in short distance to them. Kitchen was awesome for large group cooking and service. Nothing lacking! Location great for Great Barrington attractions, ...

Reviewed on Oct 20, 2025

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