A lakeside town with autumn foliage, a bridge, and a rocky shoreline.

Find 4 Star Hotels in Sheffield, MA from $245

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Check availability on Sheffield 4 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Sheffield 4-star hotels

A bedroom with a large bed, a chair, and a window with curtains.

1. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
$298 nightly
The price is $343
Nov 15 - Nov 16
Total with taxes and fees
The White Hart
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.

2. 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
A large, two-story house with a well-maintained lawn and a fence.

3. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
$369 nightly
The price is $412
Nov 2 - Nov 3
Total with taxes and fees
Devonfield Inn B&B
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

4. 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
$219 nightly
The price is $245
Nov 16 - Nov 17
Total with taxes and fees
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.

5. 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, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$364 nightly
The price is $407
Nov 27 - Nov 28
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining area with round tables set for two, a fireplace, and a mural on the wall.

6. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (95 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
$319 nightly
The price is $350
Nov 1 - Nov 2
Total with taxes and fees
The Old Inn On The Green
A modern bathroom with a glass shower, white marble walls, and a large window.

7. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (77 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
33 Main
A wooden deck with wicker furniture and a view of a lake.

8. Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Staff wonderful, homemade breakfasts, outstanding experience!"
United States
Kathleen
Lakehouse Inn
Front of property

9. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
$383 nightly
The price is $428
Nov 12 - Nov 13
Total with taxes and fees
The Inn at Stockbridge
A modern kitchen with a dining area, a large window, and a view of the garden.

10. 9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (15 reviews)
"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."
United States
Kyle
$594 nightly
The price is $683
Oct 28 - Oct 29
Total with taxes and fees
9 Academy
A stone archway leading to a dining area with a round table and chairs, a vase with flowers, and a view of greenery through large windows.

11. 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
$577 nightly
The price is $653 total per night from Nov 22 to Nov 23
$653 total
Nov 22 - Nov 23
Total with taxes and fees
10/10 Exceptional! (5 reviews)
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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
A lakeside town with autumn foliage, a bridge, and a rocky shoreline.

Top Sheffield Hotel Reviews

Find out more about Sheffield

Sheffield Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Sheffield, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Sheffield 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Sheffield. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Sheffield, Massachusetts, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Sheffield hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sheffield?
Expedia can help you quickly find the ideal 4-star hotel for your vacation in Sheffield. Use our handy filter tool to tailor your search by things like price, amenities and property star rating and get access to awesome deals in a couple of clicks.

  • Search for the lowest price from $653

What's the difference between 5-star and 4-star hotels in Sheffield?
Give yourself the luxury treatment during your Sheffield getaway by staying at a 4-star hotel. As well as featuring upscale surroundings, these properties are usually filled with amenities like bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your trip an even more lavish and unforgettable one. 24-hour concierge assistance, elegant furnishings and gourmet dining are only the start of the exclusive conveniences and services you'll likely have access to.
Does Sheffield have any 4-star all-inclusive resorts?
Enjoy a carefree vacation experience where just about everything is included in the one upfront price by using our "All inclusive" filter. Staying within budget is easy when your room, food and many activities are already taken care of. After more options? Browse the terrific deals on Expedia's standard 4-star options in and around Sheffield.

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