Find 5 Star Hotels in The Berkshires, MA

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Compare The Berkshires 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

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

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.
Are there any 5-star vacation rentals in The Berkshires?
Our site doesn’t offer any 5-star vacation rentals in The Berkshires. However, you can still find a few top-rated stays where the only item on your itinerary will be to relax and have fun. View what’s available by searching through our vacation rentals in The Berkshires.