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4 Star Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires 4 Star Hotels

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

Our top choices for The Berkshires 4-star hotels

Front of property – evening/night
BBQ/picnic Area
Restaurant
Hallway

1. The Williams Inn

The Williams Inn
Williamstown
United States
John
€187
includes taxes & fees
15 Sept - 16 Sept
The Williams Inn
Exterior
Living area
Living area
Exterior

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
€91
includes taxes & fees
1 Oct - 2 Oct
The Central Downtown Inn & Suites
Front of property
The Fox Den in the Mainhouse
Lobby
Exterior

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
€381
includes taxes & fees
14 Sept - 15 Sept
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room
Suite, Private Bathroom (Parlour Suite)
Breakfast area
Outdoor pool

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
€344
includes taxes & fees
28 Sept - 29 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Restaurant
Front of property
Thayer House, Room 201, 1 King bed, Jetted tub
Interior

5. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
€343
includes taxes & fees
13 Sept - 14 Sept
The Old Inn On The Green
Front of property
Staircase
Bicycling
Aerial view

6. Seven Hills Inn

Seven Hills Inn
Lenox
United States
Christopher
Seven Hills Inn
Front of property – evening/night
Room #10 Queen's Cottage | Living room
Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly
Room #10 Queen's Cottage | View from room

7. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Richard
€394
includes taxes & fees
13 Sept - 14 Sept
Devonfield Inn B&B
Exterior detail
Staircase
Fireplace
Lobby sitting area

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
Hampton Terrace Inn
Luxury Room, 1 King Bed, Bathtub
Restaurant
Room
Exterior

9. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
Porch
Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area
Porch
Hallway

10. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
Apartment (4 Bedrooms) | Front of property
Apartment (4 Bedrooms) | Interior
Apartment (4 Bedrooms) | Interior
Apartment (4 Bedrooms) | Interior

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

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 €91
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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