Olivias Overlook - West Stockbridge, Massachusetts

4 Stars Hotels in West Stockbridge, Massachusetts from CA $170

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Check availability on West Stockbridge 4 Star Hotels

This weekend
Jun 26 - Jun 28
Next weekend
Jul 3 - Jul 5

Our top choices for West Stockbridge 4-star hotels

Hiking

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (564 reviews)
"Very unique, updated hotel! Staff was wonderful! Good to have a cafe on site! Wish the breakfast was complementary!"
United States
David
The price is CA $326
CA $368 total
includes taxes & fees
Jun 28 - Jun 29
The Wick, Hudson, A Tribute Portfolio Hotel
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (370 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is CA $152
CA $170 total
includes taxes & fees
Jun 30 - Jul 1
The Central Downtown Inn & Suites
Suite, Private Bathroom (RedBird Suite) | View from room

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
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is CA $469
CA $568 total
includes taxes & fees
Jul 21 - Jul 22
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
John Harney Suite

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is CA $489
CA $562 total
includes taxes & fees
Jun 29 - Jun 30
The White Hart
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is CA $611
CA $682 total
includes taxes & fees
Jul 15 - Jul 16
Devonfield Inn B&B
Luxury Room, 1 King Bed, Bathtub

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is CA $985
CA $1,101 total
includes taxes & fees
Jul 23 - Jul 24
33 Main
Front of property

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is CA $620
CA $727 total
includes taxes & fees
Jul 21 - Jul 22
The Inn at Stockbridge
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is CA $469
CA $566 total
includes taxes & fees
Jun 30 - Jul 1
The Old Inn On The Green
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"
United States
Angela
Lakehouse Inn
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is CA $415
CA $464 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Terrace Inn
The Garden Suite

9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (13 reviews)
"Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!"
United States
Gina
The price is CA $683
CA $785 total
includes taxes & fees
Jul 1 - Jul 2
9 Academy
Apartment (4 Bedrooms) | Interior

Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
4.0 star property
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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Learn more about West Stockbridge

The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street.

See all hotels in West Stockbridge
Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

Find out more about West Stockbridge

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in West Stockbridge are calling your name. Known for providing first-rate service in amazing locations, each of the West Stockbridge 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in West Stockbridge. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in West Stockbridge, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top West Stockbridge hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in West Stockbridge?
If you're seeking luxury comfort and plenty of amenities during your West Stockbridge retreat, check out Seven Hills Inn. This popular 4-star hotel features a deep soaking bathtub and a firepit. Hampton Terrace Inn also gets rave reviews from Expedia guests. A tennis court and a swimming pool are among its conveniences.
How much does it cost to stay in a 4-star hotel in West Stockbridge?
To find a 4-star hotel in West Stockbridge that's within your budget, use Expedia's filters. Take a look at the availability during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the most wallet-friendly option first.

  • Search for the lowest price from CA $170

What's the difference between 5-star and 4-star hotels in West Stockbridge?
Treat yourself to refined living during your West Stockbridge vacation by staying at a 4-star hotel. As well as featuring upmarket surroundings, these properties are usually filled with amenities such as complimentary bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and memorable one. 24-hour front desk, on-site spas and gourmet dining are just the start of the exclusive conveniences and services you'll likely be able to enjoy.

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