A lake surrounded by autumn-colored trees reflecting on the water.

Monterey Hotel Guide - 4 Stars Hotels in Monterey, Massachusetts

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Check availability on Monterey 4 Star Hotels

Our top choices for Monterey 4-star hotels

Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (379 reviews)
"Central location!"
United States
Brenda
The price is Rp1.996.446
Rp2.230.084 total
includes taxes & fees
26 Jul - 27 Jul
The Central Downtown Inn & Suites
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi

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 Rp6.175.493
Rp7.101.772 total
includes taxes & fees
22 Jul - 23 Jul
The White Hart
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, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is Rp5.938.438
Rp7.183.786 total
includes taxes & fees
3 Aug - 4 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
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 Rp6.669.209
Rp7.822.111 total
includes taxes & fees
28 Jul - 29 Jul
The Inn at Stockbridge
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds

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 Rp9.611.269
Rp11.052.959 total
includes taxes & fees
16 Aug - 17 Aug
9 Academy
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 – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is Rp7.895.854
Rp8.819.615 total
includes taxes & fees
21 Jul - 22 Jul
Devonfield Inn B&B
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 Rp5.734.117
Rp6.919.394 total
includes taxes & fees
21 Jul - 22 Jul
The Old Inn On The Green
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, free WiFi, individually decorated

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 Rp13.243.452
Rp14.792.936 total
includes taxes & fees
23 Jul - 24 Jul
33 Main
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 Rp5.322.057
Rp5.944.733 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Terrace Inn
Interior

Rock Hall Luxe Lodging

Rock Hall Luxe Lodging
4.5 star property
Winsted
10.0 out of 10, Exceptional, (4 reviews)
"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."
United States
Jessica
Rock Hall Luxe Lodging
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A lake surrounded by autumn-colored trees reflecting on the water.
Photo by Fun Travelog
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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Monterey?
With Expedia's sort and search filters, bagging a top deal on a 4-star hotel in Monterey just got easier. Start by keying in your chosen arrival date and length of your trip. Then list the results by price and pick the option that best matches your budget and style.

  • Search for the lowest price from Rp2.230.084

What's the difference between 5-star and 4-star hotels in Monterey?
Treat yourself to luxury living during your Monterey holiday by checking in to a 4-star hotel. As well as featuring upmarket accommodation, these properties are typically filled with amenities, including bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and unforgettable one. 24-hour front desk, on-site spas and gourmet dining are just the start of the first-rate services and conveniences you'll likely get access to.
Does Monterey have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your next escape in Monterey where everything is taken care of, from your meals to your room, activities and entertainment. We can also help you find standard 4-star stays in and around this sought-after destination.