The Best 4 Star Hotels in The Berkshires, MA from AED 357

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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.

1. The Williams Inn

Williamstown

Pete

AED 800 total

includes taxes & fees

17 Nov - 18 Nov

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

Pittsfield

Debra

AED 399 total

includes taxes & fees

11 Nov - 12 Nov

A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.

3. Seven Hills Inn

Lenox

Christopher

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

4. Devonfield Inn B&B

Lee

Sebastien

AED 1,514 total

includes taxes & fees

13 Nov - 14 Nov

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.

5. Hampton Terrace Inn

Lenox

Kathleen

AED 943 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a brick entrance and a white facade.

6. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

Philippe

AED 1,697 total

includes taxes & fees

26 Nov - 27 Nov

A white two-story house with a front door, windows, and a chimney.

7. The Old Inn On The Green

Great Barrington

mary ellen

AED 1,285 total

includes taxes & fees

10 Nov - 11 Nov

A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

8. 33 Main

Lenox

James

A hotel room with a large bed, a flat-screen TV mounted on the wall, a bedside table with a mirror, a sink, and a sliding door leading to a bathroom.

9. Lakehouse Inn

Lee

Kathleen

10. The Inn at Stockbridge

Stockbridge

Kimberly

AED 1,046 total

includes taxes & fees

15 Nov - 16 Nov

Top The Berkshires Hotel Reviews

Devonfield Inn B&B

Lee

10/10 Excellent

Anonymous traveler

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

The White Hart

Salisbury

10/10 Excellent

We enjoyed our stay at the White Hart. We got a room in the back of the building overlooking a garden. We loved sitting out there and relaxing. The room was a nice size and comfortable. The complementary breakfast provided a good selection and was tasty. The lobby is a nice place to have coffee or wine. The chairs are everywhere and make it a nice place to relax. Service was friendly and attentive and Provisions provides excellent sandwiches. We were also able to park right outside our...

thomas

The Inn at Stockbridge

Stockbridge

10/10 Excellent

Kevin

A large, historic building with a covered porch and outdoor seating area.

Simsbury 1820 House

Simsbury Center

10/10 Excellent

Warren

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

10/10 Excellent

Charles

A large, two-story house with a covered porch and multiple chimneys.

The Four Chimneys Inn

Bennington

10/10 Excellent

Randall

The Old Inn On The Green

Great Barrington

10/10 Excellent

Rishi

The Central Downtown Inn & Suites

Pittsfield

10/10 Excellent

Beautiful room, very conveniently located right next to a main strip of little shops, theaters and restaurants. We brought all of our own food and were able to store it safely, roomy refrigerator provided- and all cooking utensils, pots, pans, plates... Everything provided. There was a dvd player, and we were able to have movie nights, and a back balcony to enjoy coffee on the porch or read a book in a heavily wooded area which provided a nice shady view to block the parking lot. The front desk...

Anonymous traveler

A modern kitchen with a dining area, a large window, and a view of the garden.

9 Academy

Salisbury

10/10 Excellent

Kyle

A modern reception area with a wooden reception desk, large windows, and a view of the cityscape.

The Wick, Hudson, A Tribute Portfolio Hotel

Hudson

10/10 Excellent

Jeannie

Frequently Asked Questions

What are the best 4-star hotels in The Berkshires?

You'll find an array of 4-star hotels in The Berkshires, including in Lenox. Hampton Terrace Inn is an Expedia guest favorite in this city that features a tennis court and concierge services. Another property that scores high marks from travelers is Garden Gables Inn. A pillowtop mattress and dining romance packages help make it a top choice.

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 AED 357

What's the difference between 5-star and 4-star hotels in The Berkshires?

Treat yourself to luxury living during your The Berkshires vacation 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.

Does The Berkshires have any 4-star all-inclusive resorts?

Look for your ideal 4-star escape in The Berkshires by using our "All inclusive" filter. We also offer standard 4-star options such as Garden Gables Inn and Hampton Terrace Inn. These in-demand stays in Lenox are favorites of travelers who prefer an upscale setting and flawless service.

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Great Barrington Vacations
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Find 4 Star Hotels in The Berkshires, MA from AED 357

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for The Berkshires 4-star hotels

1. The Williams Inn

2. The Central Downtown Inn & Suites

3. Seven Hills Inn

4. Devonfield Inn B&B

5. Hampton Terrace Inn

6. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

7. The Old Inn On The Green

8. 33 Main

9. Lakehouse Inn

10. The Inn at Stockbridge

Top The Berkshires Hotel Reviews

Devonfield Inn B&B

10/10 Excellent

Frequently Asked Questions

What are the best 4-star hotels in The Berkshires?

How much does it cost to stay in a 4-star hotel in The Berkshires?

What's the difference between 5-star and 4-star hotels in The Berkshires?

Does The Berkshires have any 4-star all-inclusive resorts?

Explore a world of travel with Expedia