Find 4 Star Hotels in Great Barrington, MA from ￥16,440

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Check availability on Great Barrington 4 Star Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

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, (547)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is ￥32,880
￥37,154 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Wick, Hudson, A Tribute Portfolio Hotel
Microwave, oven, stovetop, dishwasher
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, (348)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ￥14,718
￥16,440 total
includes taxes & fees
Dec 30 - Dec 31
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 ￥26,506
￥31,086 total
includes taxes & fees
Dec 30 - Dec 31
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
Business center
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 ￥59,797
￥72,337 total
includes taxes & fees
Jan 11 - Jan 12, 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, (144)
"Great charming place, friendly, helpful staff"
United States
David
The price is ￥44,223
￥50,857 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The White Hart
The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop 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 ￥77,306
￥88,902 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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 ￥62,040
￥69,298 total
includes taxes & fees
Jan 18 - Jan 19, 2026
33 Main
Exterior
General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (111)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
United States
Joanna T.
General Williams Estate House Lenox/Stockbridge
Exterior
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 ￥34,273
￥38,283 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Hampton Terrace Inn
Exterior
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 ￥39,268
￥46,057 total
includes taxes & fees
Dec 30 - Dec 31
The Inn at Stockbridge
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
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 ￥47,754
￥57,626 total
includes taxes & fees
Dec 30 - Dec 31
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
Outdoor pool
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 color, or catch performances at the Mahaiwe Theatre housed in a beautifully restored 1905 building.

See all hotels in Great Barrington
Great Barrington showing night scenes and signage

Top Great Barrington Hotel Reviews

The Old Inn On The Green

The Old Inn On The Green

10/10 Excellent
"Beautiful Inn and outstanding chef"
Catherine 2-night trip
Posted 3 months ago
The Old Inn On The Green

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Great Barrington?
We can help you easily locate the ideal 4-star hotel for your getaway in Great Barrington. Use our filter tool to fine-tune your search by things like amenities, budget and property star rating and get access to unbeatable deals in a couple of clicks.

  • Search for the lowest price from ￥16,440

What's the difference between 5-star and 4-star hotels in Great Barrington?
If you decide to book a stay at a 4-star hotel in Great Barrington, you'll usually find plenty of amenities to make sure you're relaxed, such as a restaurant, gym and pool. You can look forward to excellent service and deluxe accommodations. Pick a 5-star hotel and you'll get a few extra perks — think on-site spas, around-the-clock concierge and opulent turndown services. You're likely to get extra amenities and exclusive services at a 5-star stay, but both are superb options for luxury travelers.
Does Great Barrington have any 4-star all-inclusive resorts?
Enjoy a carefree vacation experience where just about everything is included in the upfront price by using our "All inclusive" filter. Keeping to your budget is a cinch when your accommodations, food and many activities are already taken care of. Eager for more ideas? Check out the offers on Expedia's standard 4-star hotels in and around Great Barrington too.