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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

Compare Resorts in Great Barrington with updated reviews, rates, and availability.

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Other property types in Great Barrington

Private Estate, Heated Yearround Outdoor Pool

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (16)
"The home was beautiful and it was a gorgeous property too. It had all the right amenities in the kitchen. "
The price is SAR 6,417
SAR 10,891 total
includes taxes & fees
19 Feb - 20 Feb
Private Estate, Heated Yearround Outdoor Pool
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Heated pool

Peaceful Retreat Compound 10 Minutes to Great Barrington!

10.0 out of 10, Exceptional, (21)
"This home is located in a beautiful area with plenty of nature surrounding. The amenities included are incredible. A large group of us visited and had so much fun on the pickle ball courts, hanging around the bonfire, and relaxing with the sauna and hot tub. This place can’t be beat!!"
Peaceful Retreat Compound 10 Minutes to Great Barrington!
5 Minutes from Catamount Ski Area
Dining

5 Minutes from Catamount Ski Area

9.0 out of 10, Wonderful, (21)
"Cozy spot after skiing. "
5 Minutes from Catamount Ski Area
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.

Frequently asked questions

What is Great Barrington like for a resort vacation?
You deserve a break, and a resort is just the place to indulge in all the amenities and services you need for a relaxing stay in Great Barrington. One of the comfortable resorts in the area could be just what you’re looking for, whether you want great restaurants on site, shopping possibilities, or nightly entertainment options.
What's a favorite resort in Great Barrington?
Here’s our top-rated resort near Great Barrington: Holiday Inn Club Vacations Oak ‘n Spruce Resort - Ski resort. 7.1 mi (11.5 km) from Great Barrington. Enjoy the sauna, fitness center, and terrace.
What can I do in Great Barrington?
Travelers enjoy the cultural offerings in Great Barrington, and have good things to say about its live music venues and theaters. Head for the ski slopes at Ski Butternut, or discover the theater scene at Mahaiwe Performing Arts Center. Housatonic River Walk and Housatonic River are a few additional attractions in the area that you might like.
What's the seasonal weather like in Great Barrington?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Great Barrington?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.