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Find 5 Star Hotels in The Berkshires, MA from AED 374

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Check availability on The Berkshires 5 Star Hotels

Tonight
10 Aug - 11 Aug
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11 Aug - 12 Aug
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14 Aug - 16 Aug
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21 Aug - 23 Aug
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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 The Berkshires.
The Williams Inn

The Williams Inn

101 Spring Street Williamstown MA
AED 871
AED 973 total
16 Aug - 17 Aug
includes taxes & fees
9.6/10 Exceptional! (653 reviews)
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA
AED 335
AED 374 total
3 Sep - 4 Sep
includes taxes & fees
The Central Downtown Inn & Suites
The Inn at Stockbridge

The Inn at Stockbridge

30 East Street Stockbridge MA
AED 1,450
AED 1,701 total
8 Sep - 9 Sep
includes taxes & fees
9.8/10 Exceptional! (101 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 The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

See all hotels in The Berkshires
A large white building with multiple chimneys, surrounded by lush gardens with various flowers.
Photo by Photo courtesy of Berkshire Visitors Bureau

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in The Berkshires?
How much you pay for a 5-star hotel in The Berkshires depends on things like when you plan to go and the length of your escape. Our top tip for scoring the best deal? Use our pricing filters to compare the available accommodations for your chosen dates.
  • Search for the lowest price per night from AED 374
What makes a hotel 5 stars in The Berkshires?
From high-end dining venues and 24-hour gyms to swimming pools and superior bedding, the 5-star experience in The Berkshires is all about luxury and comfort. But it takes more than just top-notch perks to earn a 5-star rating. Accommodations also have to provide superior guest services like in-room massage treatments, laundry and dry cleaning and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in The Berkshires?
Use our convenient filters to find an upmarket escape in The Berkshires where most of what you need is included. After your initial search, narrow your results for resorts that have 5 stars and are deemed "All inclusive." The most important thing on the schedule at these stays? Pure indulgence and relaxation.

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