Compare and book 5 Star hotels in Sheffield, Massachusetts

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Top Sheffield 5 Star Hotels

Troutbeck

5.0 star property
Amenia
Troutbeck
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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 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.

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

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Sheffield?
How much you pay for a 5-star hotel in Sheffield can vary depending on when you prefer to travel and how long you plan to stay, among a range of factors. Take advantage of our price per night filter and other search tools to score the best rate on a luxurious stay.

  • Search for the lowest price per night from 5.689.684 ₫

What makes a hotel 5 stars in Sheffield?
In Sheffield, a hotel needs to provide a specific number of high-end amenities to be designated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like concierge services, in-room massages and nightly turn-down services. Some may even offer additional touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Sheffield?
Expedia's filters are the quickest way to search for exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to show the finest resorts in Sheffield where your meals, room, entertainment and activities are included in the price. At these retreats, your holiday is pure extravagance from the moment you put down your suitcase.