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) 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
$84 nightly
The price is $94 total per night from Nov 9 to Nov 10
$94 total
Nov 9 - Nov 10
Total with taxes and 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! (1,015 reviews)
Toilet did not flush upon arrival. It was not fixed after 4 hours, requested new room. Body lotion in room was left half full. Dusty surfaces observed on TV stand and desk. Good job on breakfast.

Reviewed on Oct 18, 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
$102 nightly
The price is $114 total per night from Nov 13 to Nov 14
$114 total
Nov 13 - Nov 14
Total with taxes and 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! (678 reviews)
This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well.

Reviewed on Oct 18, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
$143 nightly
The price is $160 total per night from Nov 2 to Nov 3
$160 total
Nov 2 - Nov 3
Total with taxes and 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 ...
9.2/10 Wonderful! (746 reviews)
Anthony , the Front Desk person who checked us in , is great - Marriott is lucky to have him!

Reviewed on Oct 24, 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 ...
10/10 Exceptional! (1 review)
Close to a great bakery and near to a farm market and shopping mall.

Reviewed on Oct 13, 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
Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Great Barrington
Stay at this vacation home in Great Barrington. Enjoy private pools, a water park, and a garden. Popular attractions W.E.B. Du Bois Boyhood Homesite and Mahaiwe ...
10/10 Exceptional! (54 reviews)
Wonderful stay at this property!! We really enjoyed the beautiful house, pool and grounds. We did have an issue with the fire pit however the house manager responded very quickly. The problem was solved and the equipment was in working order the same day. The location was close to town and two large ...

Reviewed on Sep 1, 2025

Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!
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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