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.

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 NT$3,379 per night from Jan 25 to Jan 26
NT$3,379
NT$3,774 total
Jan 25 - Jan 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! (718 reviews)
Nice warm pool and hot tub. Good little fitness center.

Reviewed on 2026/1/2

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
The price is NT$4,263 per night from Jan 29 to Jan 30
NT$4,263
NT$4,762 total
Jan 29 - Jan 30
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 ...
9.2/10 Wonderful! (761 reviews)
Temperature of pool was cold

Reviewed on 2026/1/1

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
The price is NT$5,432 per night from Jan 27 to Jan 28
NT$5,432
NT$7,126 total
Jan 27 - Jan 28
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! (18 reviews)
Wonderful stay - the property becomes a beautiful winter wonderland in December! Cabin was warm and well-designed, sauna was amazing and easily accessible all day, the staff was friendly, super responsive and drove us around the property when needed. Would recommend and plan to comeback!

Reviewed on 2025/12/30

Prospect 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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.4/10 Very Good! (139 reviews)
Condo was a great space. Bathroom walls should be repainted as stains are evident. There were also stains on the couch which I cleaned.

Reviewed on 2026/1/3

The Ponds at Foxhollow
Micosta Leisure Inn

Micosta Leisure Inn

3 out of 5
3007 County Rd 20 Hudson NY
Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9.2/10 Wonderful! (135 reviews)
Absolutely perfect in every way. Super accessible, private and quiet, and everything you need for a perfect getaway in Hudson. 10 minutes or so from downtown, seamless process. Definitely plan to come again!

Reviewed on 2025/12/28

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 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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