Western Massachusetts 5 Stars Hotels

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A college vibe, sports teams, and sights from Chesterfield Gorge to Pine Island—discover it all in Western Massachusetts.

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The Berkshires showing snow as well as a family
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Western Massachusetts?
How much you pay for a 5-star hotel in Western Massachusetts can vary based on the time of year you travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to find the best rate on an indulgent stay.

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What makes a hotel 5 stars in Western Massachusetts?
From fine dining restaurants and 24-hour gyms to swimming pools and superior bedding, the 5-star experience in Western Massachusetts is all about luxury and comfort. But it takes more than just upscale amenities to get a 5-star rating. Hotels must also deliver remarkable guest-centric services like in-room massages, on-site dry cleaning and laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Western Massachusetts?
Our convenient filters are the quickest way to narrow down what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious hotels in Western Massachusetts where your lodging, meals, activities and entertainment are included in the price. At these retreats, your vacation is pure leisure from the moment you pull up to the entrance.