Great Barrington Hotel Guide - 4 Stars Hotels in Great Barrington, Massachusetts

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Our top choices for Great Barrington 4-star hotels

Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

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, (545)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is Rp3.495.660
Rp3.950.095 total
includes taxes & fees
23 Dec - 24 Dec
The Wick, Hudson, A Tribute Portfolio Hotel
Balcony
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is Rp1.486.488
Rp1.660.439 total
includes taxes & fees
15 Dec - 16 Dec
The Central Downtown Inn & Suites
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is Rp3.098.154
Rp3.633.671 total
includes taxes & fees
20 Dec - 21 Dec
Lakehouse Inn
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property
Seven Hills Inn

Seven Hills Inn

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is Rp6.357.440
Rp7.690.696 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
The price is Rp4.710.136
Rp5.416.698 total
includes taxes & fees
14 Dec - 15 Dec
The White Hart
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
The price is Rp8.218.963
Rp9.451.807 total
includes taxes & fees
15 Dec - 16 Dec
9 Academy
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is Rp6.974.674
Rp7.790.661 total
includes taxes & fees
12 Jan - 13 Jan 2026
33 Main
Exterior detail
Hampton Terrace Inn

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is Rp4.384.120
Rp4.897.074 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Terrace Inn
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is Rp4.174.817
Rp4.896.587 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Stockbridge
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is Rp5.077.030
Rp6.126.560 total
includes taxes & fees
18 Dec - 19 Dec
The Old Inn On The Green
Front of property – evening/night
Garden Gables Inn

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables Inn
Interior
Rock Hall Luxe Lodging

Rock Hall Luxe Lodging

Rock Hall Luxe Lodging
4.5 star property
Winsted
10.0 out of 10, Exceptional, (4)
"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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Learn more about Great Barrington

Tucked in the Berkshires, this charming town blends historic Main Street shopping with easy access to Monument Mountain's panoramic hiking trails. Visit in autumn when the maple-lined streets burst with colour, or catch performances at the Mahaiwe Theatre housed in a beautifully restored 1905 building.

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Great Barrington showing signage and night scenes

Top Great Barrington Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Great Barrington?
To find a 4-star hotel in Great Barrington that matches your budget, take advantage of Expedia's filters. Check out what's available during your travel dates and use our pricing filter to set your maximum rate. You can also sort your results by the most affordable property first.

  • Search for the lowest price from Rp1.660.439

What's the difference between 5-star and 4-star hotels in Great Barrington?
Give yourself the luxury treatment during your Great Barrington getaway by checking in to a 4-star hotel. As well as featuring upscale accommodation, these properties are usually packed with amenities like large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your stay an even more lavish and unforgettable one. Concierge assistance, elegant décor and world-class dining are a few of the exclusive conveniences and services you'll likely be able to enjoy.
Does Great Barrington have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your dream hotel in Great Barrington where just about 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 amazing destination.