A large stone church with a tall bell tower and arched windows.

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Check availability on Great Barrington 5 Star Hotels

Tonight
16 Sept - 17 Sept
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17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Great Barrington.
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

41 Cross Street Hudson NY
£157
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (587 reviews)
The Wick, Hudson, A Tribute Portfolio Hotel
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA
£81
8 Oct - 9 Oct
includes taxes & fees
8.4/10 Very good! (410 reviews)
The Central Downtown Inn & Suites
The Inn at Stockbridge

The Inn at Stockbridge

30 East Street Stockbridge MA
£339
17 Sept - 18 Sept
includes taxes & fees
9.8/10 Exceptional! (106 reviews)
The Inn at Stockbridge
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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.

Learn more about Great Barrington

Tucked in the Berkshires, this charming town blends historic Main Street shopping with easy access to Monument Mountain's panoramic hiking trails. Visit in autumn when the maple-lined streets burst with colour, or catch performances at the Mahaiwe Theatre housed in a beautifully restored 1905 building.

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A building with a marquee sign reading "MAHAIWE Performing Arts Center" and a smaller sign for "Black Violin" performances.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Great Barrington?
You'll find various pricing options for 5-star hotels in Great Barrington on Expedia. How much you'll pay will depend on when you want to travel, trip length and other factors. Compare available accommodation for your desired dates and use our pricing and other filters to land the perfect luxury stay.
  • Search for the lowest price per night from £81
What makes a hotel 5 stars in Great Barrington?
In Great Barrington, a hotel needs to provide a certain amount of upscale features to be rated 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like concierge services, in-room massages and nightly turn-down services. Some may even offer thoughtful touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Great Barrington?
Expedia's filters are the best way to narrow down what you're looking for. Select "All inclusive" and "5-star" to show the finest properties in Great Barrington where your meals, room, activities and entertainment are included in the price. At these getaways, your trip is pure indulgence from the moment you arrive.

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