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) 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 Great Barrington MA
$76 nightly
The price is $85 total per night from Feb 22 to Feb 23
$85 total
Feb 22 - Feb 23
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 ...
8.4/10 Very Good! (1,001 reviews)
Very Clean, walking distance to town, 7 min to Butternut ski area.

Reviewed on Jan 19, 2026

Quality Inn
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
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $169 total per night from Feb 3 to Feb 4
$169 total
Feb 3 - Feb 4
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! (765 reviews)
Clean room, kind and attentive staff

Reviewed on Jan 25, 2026

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

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
$209 nightly
The price is $234 total per night from Feb 9 to Feb 10
$234 total
Feb 9 - Feb 10
Total with taxes and 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
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.
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! (41 reviews)
Very nice and clean house with all amenities. Main Street is just around the corner, with all the shops and restaurants a 5-minute walk. Ski Butternut is a 7-minute drive. The host responds very quickly to all questions. I highly recommend stay at this house.

Reviewed on Dec 27, 2025

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Pet Friendly Riverfront Home in Great Barrington

Pet Friendly Riverfront Home in Great Barrington

Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Monument Mountain Reservation and Art et ...
9.2/10 Wonderful! (8 reviews)
Everything was spotless and spot on based on the pictures and the description. What s

Reviewed on Jan 10, 2026

Pet Friendly Riverfront Home in Great Barrington
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!
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.

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