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

4 Stars Hotels in Sheffield, Massachusetts from CA $341

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Check availability on Sheffield 4 Star Hotels

Our top choices for Sheffield 4-star hotels

John Harney Suite

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is CA $479
CA $551 total
includes taxes & fees
Jun 15 - Jun 16
The White Hart
Suite, Private Bathroom (RedBird Suite) | View from room

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
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is CA $460
CA $557 total
includes taxes & fees
Jun 29 - Jun 30
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is CA $459
CA $513 total
includes taxes & fees
Jun 14 - Jun 15
Devonfield Inn B&B
Front of property

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is CA $522
CA $612 total
includes taxes & fees
Jun 24 - Jun 25
The Inn at Stockbridge
The Garden Suite

9 Academy

9 Academy
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (12 reviews)
"Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!"
United States
Gina
The price is CA $687
CA $790 total
includes taxes & fees
Jul 5 - Jul 6
9 Academy
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (301 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"
United States
Angela
Lakehouse Inn
Luxury Room, 1 King Bed, Bathtub

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is CA $882
CA $985 total
includes taxes & fees
Jun 17 - Jun 18
33 Main
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is CA $460
CA $555 total
includes taxes & fees
Jun 15 - Jun 16
The Old Inn On The Green
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is CA $305
CA $341 total
includes taxes & fees
Jun 15 - Jun 16
Hampton Terrace Inn
Interior

Rock Hall Luxe Lodging

Rock Hall Luxe Lodging
4.5 star property
Winsted
10.0 out of 10, Exceptional, (4 reviews)
"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."
United States
Jessica
Rock Hall Luxe Lodging
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Explore similar 5-star hotels

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

Troutbeck

515 Leedsville Rd Amenia NY
The price is CA $822 per night from Jun 25 to Jun 26
CA $822
CA $986 total
Jun 25 - Jun 26
includes taxes & fees
10/10 Exceptional! (1 review)
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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.

See all hotels in Sheffield
FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

Top Sheffield Hotel Reviews

Find out more about Sheffield

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Sheffield are calling your name. Known for providing first-rate service in amazing locations, each of the Sheffield 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Sheffield. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Sheffield, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Sheffield hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sheffield?
To book a 4-star hotel in Sheffield that's within your budget, make use of Expedia's sort and search filters. Browse what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also list your results by the most wallet-friendly retreat first.

  • Search for the lowest price from CA $986

What's the difference between 5-star and 4-star hotels in Sheffield?
If you choose to book a stay at a 4-star hotel in Sheffield, you'll usually find loads of amenities to keep you relaxed, such as a restaurant, pool and gym. You can look forward to excellent service and upscale accommodations. Go for a 5-star hotel and you'll get a few extra perks — think concierge assistance, on-site spas and nightly turndown services. You'll most likely get more amenities and exclusive services at a 5-star stay, but both are great options for luxury guests.
Does Sheffield have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your next dream getaway in Sheffield where just about everything is taken care of, from your room to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this destination.

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