Find 5 Star Hotels in Pittsfield, MA from $95

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Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pittsfield.
The Williams Inn

The Williams Inn

101 Spring Street Williamstown MA
$186 nightly
The price is $208 total per night from Dec 14 to Dec 15
$208 total
Dec 14 - Dec 15
Total with taxes and fees
9.6/10 Exceptional! (548 reviews)
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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 Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

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Find out more about Pittsfield

You enjoy the finer things in life, both at home and on vacation. Add even more pleasure on your next trip to Pittsfield by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. There's no reason to delay a getaway to Pittsfield any longer. You'll join the multitudes of vacationers who have made Pittsfield so fashionable recently. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. What are you waiting for? Reserve one of our 5-star hotels in Pittsfield and indulge in the finer things in life for a while.

Book the Best Pittsfield 5-Star Hotels

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Michelin-starred restaurants, concierges, and in-room massages are all at the ready. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive fantastic marks for customer satisfaction, so you know you'll be well cared for during your getaway. How do you want to relax? A concierge to help you make reservations at that outstanding restaurant? A deep-tissue massage to help your cares fall away? High thread-count sheets, delectable chocolate desserts, and even spectacular views...these hotels will leave you amazed. Want to see for yourself? Then check out the many reviews left by previous guests -- you can take their word for it!

But you aren't going to spend your entire vacation in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Pittsfield are waiting for you to relax after a busy day.

Make Your Escape

The results are in, and Pittsfield 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Select one of our Pittsfield 5-star hotels today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Pittsfield?
How much you pay for a 5-star hotel in Pittsfield depends on factors such as when you plan to go and the length of your break. A top tip for scoring the best deal? Use our pricing filters to check out all of the available hotels for your preferred dates.

  • Search for the lowest price per night from $95

What makes a hotel 5 stars in Pittsfield?
In Pittsfield, a hotel must provide a certain number of upscale features to be designated 5 stars. These may include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their extraordinary service. You can look forward to things like nightly turn-down services, in-room massages and concierge services. Some may also offer additional touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Pittsfield?
Find an upscale retreat that includes your lodging, meals, drinks and entertainment in Pittsfield with the help of our filter tool. Search for properties rated 5 stars and click on the "All inclusive" filter. Be sure to check what's included in the purchase price. This way, you'll be ready to maximize all the perks on offer as soon as you arrive.

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