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Find 5 Star Hotels in The Berkshires, MA from $110

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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
$183 nightly
$204 total
Sep 27 - Sep 28
Total with taxes and fees
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA
$98 nightly
$110 total
Oct 8 - Oct 9
Total with taxes and fees
The Central Downtown Inn & Suites
The Inn at Stockbridge

The Inn at Stockbridge

30 East Street Stockbridge MA
$447 nightly
$499 total
Sep 22 - Sep 23
Total with taxes and 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 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.

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A large white building with multiple chimneys, surrounded by lush gardens with various flowers.
Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

You enjoy the finer things in life, both at home and on vacation. Why not demand complete opulence during your jaunt to The Berkshires? There's no reason to delay a getaway to The Berkshires any longer. You'll join the multitudes of vacationers who have made The Berkshires so fashionable in the last year. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in The Berkshires and indulge in the finer things in life for a while.

5-Star Hotels in The Berkshires

You'll have a fantastic time at one of these 5-star hotels. Excellent service, delicious meals, and attentive guest service are all ready for you. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready to kick back and indulge. What creature comforts do you want in your lodging? A reflexology treatment that will leave you feeling great? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A rejuvenating facial treatment to help your cares fall away? Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in The Berkshires are the perfect place to relax after a busy day.

Make Your Escape

The results are in, and The Berkshires 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Don't put off your dream vacation any longer -- Expedia can help you land a great deal on accommodation. Decide on one of Expedia's The Berkshires 5-star hotels today and soothe yourself in the lap of luxury at your convenience.

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 $110
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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