5 Star Hotels in The Berkshires, Massachusetts

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on The Berkshires 5 Star Hotels

Tonight
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top The Berkshires 5 Star Hotels

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
The price is €234 per night from 9 Jul to 10 Jul
€234
9 Jul - 10 Jul
includes taxes & fees
9.6/10 Exceptional! (459 reviews)
Still don't see what you're looking for?
See all properties in The Berkshires.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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
The Berkshires which includes snowboarding 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 €113

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.