Great Barrington Travel Guide

Tourist Guide
Great Barrington which includes central business district
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.

Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is NZ$123 per night from 16 May to 17 May
NZ$123
per night
16 May - 17 May
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! (590 reviews)
Cleanest place ever.
"Great overnight stay. Cleanest place ever."

Reviewed on 7 May 2024

Monument Mountain Motel
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is NZ$149 per night from 16 May to 17 May
NZ$149
per night
16 May - 17 May
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 ...
8/10 Very Good! (1,005 reviews)
"Whenever we are in the area we have stayed and been pleased."

Reviewed on 12 May 2024

Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
The price is NZ$261 per night from 20 May to 21 May
NZ$261
per night
20 May - 21 May
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 pool ...
8.8/10 Excellent! (496 reviews)
"Really enjoyed the seating outside and pool side was very relaxing. The staff was very helpful and informative. Great experience!!!"

Reviewed on 28 Apr. 2024

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
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 Freeman - Newly Renovated 14K SF Estate on 40 Acres
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Egremont
Book a stay at this family-friendly villa in Great Barrington. Enjoy a fitness center, a garden, and tennis courts. Popular attractions Thom Reed UFO Monument ...
10/10 Exceptional! (29 reviews)
Wonderful Place for Families
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."

Reviewed on 5 May 2024

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Great Barrington
Stay at this vacation home in Great Barrington. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions National Shrine of ...
7.2/10 Good! (39 reviews)
Wondrful family get away
"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great ..."

Reviewed on 11 Sep. 2023

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Moose Lodge by AvantStay | Luxe Berkshires Escape
Moose Lodge by AvantStay | Luxe Berkshires Escape
Great Barrington
Stay at this cabin in Great Barrington. Enjoy free WiFi, a garden, and a pool table. Popular attractions W.E.B. Du Bois Boyhood Homesite and Lake Mansfield Park ...
9.8/10 Exceptional! (11 reviews)
Moose Lodge was perfect!
"We had a wonderful time at the Moose Lodge. It was perfect for our family. Very clean, everything we needed and the property managers were extremely communicative. Thank you!"

Reviewed on 1 May 2024

Moose Lodge by AvantStay | Luxe Berkshires Escape
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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