The Berkshires 5 Stars Hotels

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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.

The Berkshires showing snow boarding and snow
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

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 can vary depending on the time of year you travel and how long you plan to be away, among a number of factors. Take advantage of our price per night filter and other search tools to score the best deal on a luxurious stay.

  • Search for the lowest price per night from P7,296

What makes a hotel 5 stars in The Berkshires?
In The Berkshires, a hotel needs to offer a specific number of high-end amenities to be rated 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their guest-centric service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may also offer special touches like a welcome gift.
Are there any 5-star all-inclusive resorts in The Berkshires?
Use our convenient filters to find an upscale retreat in The Berkshires where most of what you need is included in the price. From there, refine your results for hotels that have a rating of 5 stars and are listed as "All inclusive." The most important thing on the itinerary at these stays? Pure relaxation and indulgence.