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

Find 4 Star Hotels in Sheffield, MA from $299

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Check availability on Sheffield 4 Star Hotels

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Sheffield 4-star hotels

A bedroom with a large bed, a chair, and a window with curtains.
A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.
A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

1. The White Hart

The White Hart
Salisbury
United States
William
$344 nightly
$396 total
Sep 28 - Sep 29
Total with taxes and fees
The White Hart
A stone fountain surrounded by trees in a park setting.
A living room with a fireplace, leather sofas, and a dog.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
$460 nightly
$514 total
Sep 27 - Sep 28
Total with taxes and fees
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A neatly arranged bedroom with a bed, bedside table, and a dresser.

3. 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
Stockbridge
United States
Philippe
$537 nightly
$600 total
Oct 12 - Oct 13
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.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

4. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
$363 nightly
$398 total
Sep 27 - Sep 28
Total with taxes and fees
The Old Inn On The Green
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
A dining room with a large wooden table, blue upholstered chairs, and a chandelier.
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.
A row of turquoise bicycles parked in front of a building with brown-framed windows and a white facade.

5. Seven Hills Inn

Seven Hills Inn
Lenox
United States
Christopher
Seven Hills Inn
A large, two-story house with a well-maintained lawn and a fence.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

6. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
$409 nightly
$457 total
Oct 25 - Oct 26
Total with taxes and fees
Devonfield Inn B&B
A modern kitchen with a dining area, a large window, and a view of the garden.
A modern kitchen with a wooden dining table, chairs, a pendant light, and a black countertop with a coffee maker and a plant.
A modern outdoor dining area with a round table and white chairs, surrounded by lush greenery and a white railing.
A modern kitchen with a dining area, a sofa, and a TV mounted on the wall.

7. 9 Academy

9 Academy
Salisbury
United States
Kyle
$594 nightly
$683 total
Sep 27 - Sep 28
Total with taxes and fees
9 Academy
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.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A dining room with a large table set for a meal, surrounded by ornate chairs.

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
$267 nightly
$299 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton Terrace Inn
A modern bathroom with a glass shower, white marble walls, and a large window.
A breakfast buffet with pastries, fruits, and condiments.
A neatly arranged bedroom with a large bed, a chair, and a window with a view of trees.
A room with a large bed, a chair, and a decorative hanging light fixture.

9. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A wooden deck with wicker furniture and a view of a lake.
A hallway with wooden flooring, a wooden bench, a vase with flowers, and a mirror on the wall.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.
A view of a lakeside property with a deck and a white building.

10. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
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.
A swimming pool with clear water, surrounded by lush greenery and yellow flowers.
A bedroom with a fireplace, a bed with a green blanket, a chair, and a dresser.
A cozy living room with a fireplace, leather sofas, and a round coffee table.

11. Rock Hall Luxe Lodging

Rock Hall Luxe Lodging
Winsted
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
$550 nightly
$622 total
Sep 27 - Sep 28
Total with taxes and fees
Troutbeck
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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 covered wooden structure with a sloped roof, surrounded by greenery and trees.

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 $622
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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