A large stone church with a tall bell tower and arched windows.

Search Resort Hotels in Great Barrington from CA $95

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Great Barrington

A modern hotel lobby with seating areas, tables, and a reception desk.

1. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (840 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $117
CA $131 total
includes taxes & fees
Nov 17 - Nov 18
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

2. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,006 reviews)
"good location, friendly helpful staff"
United States
Scott Patterson
The price is CA $107
CA $120 total
includes taxes & fees
Nov 9 - Nov 10
Quality Inn Great Barrington
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (817 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $203
CA $227 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (926 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is CA $85
CA $95 total
includes taxes & fees
Nov 1 - Nov 2
Monument Mountain Motel
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

5. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (57 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is CA $178
CA $199 total
includes taxes & fees
Nov 19 - Nov 20
East Rock Inn
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

6. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (622 reviews)
"Good value for the price"
United States
Ramakrishnan
The price is CA $112
CA $125 total
includes taxes & fees
Oct 20 - Oct 21
Travelodge by Wyndham Great Barrington Berkshires
A large house with a balcony and a grassy yard.

7. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (628 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
The price is CA $146
CA $163 total
includes taxes & fees
Oct 20 - Oct 21
The Little Lion
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

8. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (47 reviews)
"Great stay!"
United States
Conor
The price is CA $361
CA $450 total
includes taxes & fees
Nov 9 - Nov 10
Prospect Berkshires
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

9. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.0 out of 10, Wonderful, (9 reviews)
"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"
United States
Deborah S.
The price is CA $140
CA $212 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 1-bedroom studio in serene Great Barrington with AC
A dining area with round tables set for two, a fireplace, and a mural on the wall.

10. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (94 reviews)
"Fabulous inn… wonderful room, but the advertised fireplace was not available for use"
United States
John
The price is CA $410
CA $495 total
includes taxes & fees
Nov 1 - Nov 2
The Old Inn On The Green
A modern kitchen with a central island, wooden beams, and a view to the outdoors.

11. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (39 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
The price is CA $326
CA $506 total
includes taxes & fees
Oct 26 - Oct 27
Home in Great Barrington
A staircase with a wooden handrail and a white wall with a light switch.

12. Leaf-Peeper Paradise in the Berkshires

Leaf-Peeper Paradise in the Berkshires
Great Barrington
9.6 out of 10, Exceptional, (29 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
The price is CA $248
CA $399 total
includes taxes & fees
Oct 26 - Oct 27
Leaf-Peeper Paradise in the Berkshires
A sandy beach with a lake and forest in the background.

13. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
The price is CA $281
CA $449 total
includes taxes & fees
Nov 16 - Nov 17
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.

14. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (4 reviews)
"Great spot. As advertised and perfect."
United States
Mark M.
The price is CA $566
CA $994 total
includes taxes & fees
Oct 20 - Oct 21
Cozy. Clean. Free bagel shop. 3 Fireplaces.
A spacious living room with a sectional sofa, a coffee table, and a dining area with a table and chairs. There is a large window providing a view of the outdoors.

15. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (9 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is CA $801
CA $1,867 total
includes taxes & fees
Oct 22 - Oct 23
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

16. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (147 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is CA $198
CA $222 total
includes taxes & fees
Nov 19 - Nov 20
Little Cat Lodge
A dining table with pastries, a coffee pot, and a vase of sunflowers.

17. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (109 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is CA $359
CA $401 total
includes taxes & fees
Oct 25 - Oct 26
Granville House
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

18. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $137
CA $154 total
includes taxes & fees
Oct 27 - Oct 28
The Yankee Inn
A hotel room with a bed, a desk, a television, a lamp, a wardrobe, and a window with curtains.

19. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,002 reviews)
"Had a comfortable stay."
United States
Lucinda
The price is CA $131
CA $146 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Lee - Lenox South
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is CA $161
CA $180 total
includes taxes & fees
Nov 15 - Nov 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Great Barrington Hotel Reviews

Berkshires Untold

Berkshires Untold

8/10 Good
"My only complaint was that the restaurant was much smaller then appeared in pics. I also didn’t love having to walk outside to get to lobby. It was a very cold weekend when we were there"
Luann 2-night trip
Posted 8 hours ago
Berkshires Untold

Find out more about Great Barrington

Great Barrington Resorts information

Number of reviews
5,275
Accommodation
4 Resorts
Lowest Price
CA $95
Highest Price
CA $1,867

Frequently asked questions

What is Great Barrington like for a resort vacation?
You deserve a break, and a resort is just the place to indulge in all the amenities and services you need for a relaxing stay in Great Barrington. One of the comfortable resorts in the area could be just what you're looking for, whether you want great restaurants on site, shopping possibilities, or nightly entertainment options.
What's a favorite resort in Great Barrington?
Our highest-rated resorts near Great Barrington: Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 7.1 mi (11.4 km) from Great Barrington. Has a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 7.1 mi (11.4 km) from Great Barrington. Enjoy the fitness center. July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires - 7.2 mi (11.6 km) from Great Barrington. Amenities include a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 7.1 mi (11.4 km) from Great Barrington. Access to a fitness center.
What can I do in Great Barrington?
Travelers enjoy the cultural offerings in Great Barrington, and have good things to say about its live music venues and theaters. If you're an avid skier, head to the slopes at Ski Butternut or Catamount Ski Area. Housatonic River Walk and Housatonic River are a few additional attractions in the area that you might like.
What's the seasonal weather like in Great Barrington?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Great Barrington?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia