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

Sheffield Hotel Guide - 4 Stars Hotels in Sheffield, Massachusetts

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Check availability on Sheffield 4 Star Hotels

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Sheffield 4-star hotels

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A stone fountain surrounded by trees in a park setting.

1. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
Rp6.638.995
Rp7.786.704 total
includes taxes & fees
15 Sept - 16 Sept
The Inn at Stockbridge
A bedroom with a large bed, a chair, and a window with curtains.
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 dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.
A covered porch with a dining area, a sofa, and decorative wall art.

2. The White Hart

The White Hart
Salisbury
United States
William
Rp6.065.228
Rp6.975.013 total
includes taxes & fees
15 Sept - 16 Sept
The White Hart
A two-story house with a brick entrance and a white facade.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
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
Rp5.814.624
Rp7.034.009 total
includes taxes & fees
28 Sept - 29 Sept
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 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.
A white two-story house with a front door, windows, and a chimney.

4. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
Rp5.811.630
Rp7.012.876 total
includes taxes & fees
15 Sept - 16 Sept
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 row of turquoise bicycles parked in front of a building with brown-framed windows and a white facade.
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.

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 house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

6. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Richard
Rp7.202.899
Rp8.045.585 total
includes taxes & fees
15 Sept - 16 Sept
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.
A dining room with a large table set for a meal, surrounded by ornate chairs.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.

7. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
Rp3.855.048
Rp4.306.066 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Terrace Inn
A modern bathroom with a glass shower, white marble walls, and a large window.
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.
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

8. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A wooden deck with wicker furniture and a view of a lake.
A view of a lakeside property with a deck and a white building.
A hallway with wooden flooring, a wooden bench, a vase with flowers, and a mirror on the wall.
A two-story house with a balcony, a front porch, and a well-maintained lawn.

9. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
A modern kitchen with a dining area, a large window, and a view of the garden.
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 wooden dining table, chairs, a pendant light, and a black countertop with a coffee maker and a plant.
A white building with a number '9' sign, a covered entrance, and six planters with shrubs.

10. 9 Academy

9 Academy
Salisbury
United States
Gina
Rp10.456.531
Rp12.025.010 total
includes taxes & fees
15 Sept - 16 Sept
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.
A pool table with balls and cues, a wooden cabinet, and a window with a view of a balcony.
A cozy living room with a fireplace, leather sofas, and a round coffee table.
A bedroom with a fireplace, a bed with a green blanket, a chair, and a dresser.

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.
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Troutbeck

515 Leedsville Rd Amenia NY
Rp9.056.457
per night
27 Sept - 28 Sept
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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.

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

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sheffield?
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What's the difference between 5-star and 4-star hotels in Sheffield?
Offering a welcoming traveller experience and upmarket décor, 4-star hotels are a fabulous option for your Sheffield holiday. These types of accommodation generally come with loads of handy amenities that make it simple to unpack and recharge — think large beds, bathrobes, restaurants and gyms. Or live the high life at a 5-star hotel designed to spoil you with exclusive perks and amenities. Full-service health clubs, oversized bathrooms and world-class dining are typically included at these plush properties.
Does Sheffield have any 4-star all-inclusive resorts?
Enjoy a stress-free holiday experience where just about everything is included in the one upfront price by using our "All inclusive" filter. Staying within budget is a cinch when your accommodation, meals and many activities are already taken care of. Eager for more ideas? Check out the terrific deals on Expedia's standard 4-star options in and around Sheffield.

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