A covered wooden structure with a sloped roof, surrounded by greenery and trees.

Find 5 Star Hotels in Sheffield, MA from AED 1,571

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Check availability on Sheffield 5 Star Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Sheffield 5-star hotels

A stone building with a wooden staircase and a garden with white flowers.
A spacious hotel room with a large bed, a sitting area with a sofa and chairs, a dining table, and a kitchen area with cabinets and a coffee machine.
A wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.
A garden pathway surrounded by various flowering plants and a wooden structure in the background.

1. Troutbeck

Troutbeck
Amenia
United States
Charles
AED 1,951
AED 2,354 total
includes taxes & fees
2 Nov - 3 Nov
Troutbeck
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Sheffield.
The White Hart

The White Hart

15 Under Mountain Rd Salisbury CT
AED 1,655
AED 1,903 total
7 Oct - 8 Oct
includes taxes & fees
9.8/10 Exceptional! (154 reviews)
The White Hart
The Inn at Stockbridge

The Inn at Stockbridge

30 East Street Stockbridge MA
AED 1,340
AED 1,571 total
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (107 reviews)
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA
AED 1,403
AED 1,697 total
1 Nov - 2 Nov
includes taxes & fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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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.

See all hotels in Sheffield
A covered wooden structure with a sloped roof, surrounded by greenery and trees.

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 from AED 1,571
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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