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Compare and book 4 Star hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires 4 Star Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for The Berkshires 4-star hotels

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.
A spacious living area with a fireplace, wooden beams, and a large window.
A bar area with wooden beams, red chairs, and a long wooden table.

1. The Williams Inn

The Williams Inn
Williamstown
United States
John
£211
includes taxes & fees
14 Sept - 15 Sept
The Williams Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A modern apartment with a living room, kitchenette, and dining area.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
£81
includes taxes & fees
30 Aug - 31 Aug
The Central Downtown Inn & Suites
A stone fountain surrounded by trees in a park setting.
A living room with a fireplace, leather sofas, and a dog.

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United Kingdom
Michele
£324
includes taxes & fees
13 Sept - 14 Sept
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 neatly arranged bedroom with a bed, bedside table, and a dresser.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

4. 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
£320
includes taxes & fees
11 Sept - 12 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.
A room with a large bay window, a wooden bench with cushions, and a chandelier.
A dining room with a large wooden table, blue upholstered chairs, and a chandelier.

5. Seven Hills Inn

Seven Hills Inn
Lenox
United States
Christopher
Seven Hills Inn
A modern bathroom with a glass shower, white marble walls, and a large window.
A room with a large bed, a chair, and a decorative hanging light fixture.
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.

6. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A white two-story house with a front door, windows, and a chimney.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
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.

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
£282
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green
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 room with a grand piano, a chessboard, a horse statue, and a blue armchair.
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.

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
£182
includes taxes & fees
21 Sept - 22 Sept
Hampton Terrace Inn
A wooden deck with wicker furniture and a view of a lake.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.
A two-story house with a balcony, a front porch, and a well-maintained lawn.
A hallway with wooden flooring, a wooden bench, a vase with flowers, and a mirror on the wall.

9. Lakehouse Inn

Lakehouse Inn
Lee
United States
Angela
Lakehouse Inn
A large, two-story house with a well-maintained lawn and a fence.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
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 spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

10. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Richard
£318
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
A deck with outdoor furniture, a hot tub, and a grill.
A cozy living room with a fireplace, a large window, and a dining area set for six.
A bedroom with a large bed, a nightstand, a painting, and a view of the outside.
A spacious living area with a brown leather sectional sofa, a wooden coffee table, and a dining area with wooden chairs and a bar.

11. Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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Learn more about The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

See all hotels in The Berkshires
A large white building with multiple chimneys, surrounded by lush gardens with various flowers.
Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

Frequently asked questions

What are the best 4-star hotels in The Berkshires?
If your The Berkshires break takes you to Lenox, consider Hampton Terrace Inn. With a wide range of amenities such as a terrace and a swimming pool, it gets great reviews from many Expedia guests. Another favourite here is Garden Gables Inn. It also has 4 stars and features designer toiletries and dining romance packages.
How much does it cost to stay in a 4-star hotel in The Berkshires?
With Expedia's handy filter tool, landing a top deal on a 4-star hotel in The Berkshires just got simpler. Start by entering your chosen travel dates and length of your escape. Then sort the results by price and pick the option that best fits your budget and style.
  • Search for the lowest price from £81
What's the difference between 5-star and 4-star hotels in The Berkshires?
Treat yourself to luxury living during your The Berkshires holiday by checking in to a 4-star hotel. As well as featuring upmarket surroundings, these retreats are usually packed with amenities like large beds, complimentary bathrobes and more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and memorable one. Concierge assistance, elegant décor and world-class dining are only the start of the superior services and conveniences you'll likely get access to.

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