Find 5 Star Hotels in Sheffield, MA

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Check availability on Sheffield 5 Star Hotels

Tonight
23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

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

Exterior
Troutbeck

Troutbeck

5.0 star property
Amenia
Troutbeck
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Learn more about Sheffield

Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green.

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FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

Top Sheffield Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Sheffield?
There are many different pricing options for 5-star hotels in Sheffield on Expedia. The amount you pay will depend on when you plan to travel, length of stay and other factors. Compare all of the available properties for your preferred dates and use our pricing and other filters to lock in the perfect upscale stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in Sheffield?
In Sheffield, a hotel must provide a certain level of upscale amenities to earn a 5-star rating. These may include on-site gyms, spas and saunas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding standard of service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may also offer special touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Sheffield?
Expedia's filter tool is the quickest way to search for exactly what you're looking for. Select "5-star" and "All inclusive" to show the most luxurious hotels in Sheffield where your meals, lodging, entertainment and activities are included in the upfront price. At these escapes, your vacation is pure relaxation and indulgence from the moment you put down your suitcase.

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