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

Find 4 Star Hotels in Sheffield, MA from SAR 1,338

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sheffield 4 Star Hotels

Our top choices for Sheffield 4-star hotels

John Harney Suite | Minibar, desk, iron/ironing board, WiFi (free)

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 SAR 1,289
SAR 1,483 total
includes taxes & fees
2 Aug - 3 Aug
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, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is SAR 1,240
SAR 1,500 total
includes taxes & fees
3 Aug - 4 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
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 SAR 1,392
SAR 1,633 total
includes taxes & fees
29 Jul - 30 Jul
The Inn at Stockbridge
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (13 reviews)
"Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!"
United States
Gina
The price is SAR 2,007
SAR 2,308 total
includes taxes & fees
16 Aug - 17 Aug
9 Academy
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 - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is SAR 1,649
SAR 1,841 total
includes taxes & fees
21 Jul - 22 Jul
Devonfield Inn B&B
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 SAR 1,197
SAR 1,445 total
includes taxes & fees
21 Jul - 22 Jul
The Old Inn On The Green
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, WiFi (free), individually decorated

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 SAR 2,613
SAR 2,918 total
includes taxes & fees
16 Aug - 17 Aug
33 Main
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 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
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 SAR 1,198
SAR 1,338 total
includes taxes & fees
20 Jul - 21 Jul
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 SAR 1,660 per night from Jul 19 to Jul 20
SAR 1,660
SAR 2,028 total
19 Jul - 20 Jul
includes taxes & fees
Still don't see what you're looking for?
See all properties in Sheffield.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 4-star hotel in Sheffield?
To book a 4-star hotel in Sheffield that matches your budget, make use of Expedia's sort and search filters. Check out the availability during your getaway dates and use our pricing filter to set your limit. You can also list your results by the most affordable option first.

  • Search for the lowest price from SAR 2,028

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 conveniences to keep you comfortable, such as a gym, restaurant and pool. You can look forward to excellent service and upscale accommodations. Go for a 5-star hotel and you'll get a few extra bells and whistles — think concierge assistance, on-site spas and indulgent turndown services. You'll most likely get more amenities and premium services at a 5-star retreat, but both are terrific options for luxury guests.
Does Sheffield have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream hotel in Sheffield where just about everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this popular destination.

Explore a world of travel with Expedia