Best Luxury Hotels in Great Barrington

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Great Barrington Luxury Hotels

Top Great Barrington Luxury Hotels

We don't have any properties that match your exact search

Recommended hotels in Great Barrington

Quality Inn
Enjoy a spacious room with a modern kitchen, dining area, and comfortable seating space.

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"It was clean and comfortable and a great location. Breakfast was good. Staff were helpful and pleasant."
michelle m
The price is RM429
RM480 total
includes taxes & fees
29 Jul - 30 Jul
Quality Inn
The Little Lion
Guests can enjoy a serene outdoor setting with a tranquil lawn and a charming two-story building in the background.

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (508)
"Dog friendly staff and other guest made for a relaxed stay. Views from the grounds were beautiful and peaceful."
Anthony
The price is RM679
RM759 total
includes taxes & fees
14 Jul - 15 Jul
The Little Lion
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Relax in a welcoming space with comfortable seating and a stunning chandelier.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (712)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
Jennifer
The price is RM879
RM982 total
includes taxes & fees
15 Jul - 16 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Restful haven with a neatly made bed and a wooden headboard.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (635)
"We came to the beautiful Berkshires to visit our daughter and family. We had a lovely comfortable stay for 2 nights where the staff was accommodating and friendly; bed was comfortable and room was spotlessly clean. The breakfast was wonderful. "
Carolyn
The price is RM696
RM778 total
includes taxes & fees
21 Jul - 22 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Prospect Berkshires
Relax in a warm and inviting space with a large bed and a comfortable chair by the window, offering a view of the outdoors.

Prospect Berkshires

2.0 star property
9.0 out of 10, Wonderful, (2)
"Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway "
Andy
The price is RM1,337
RM1,636 total
includes taxes & fees
13 Jul - 14 Jul
Prospect Berkshires
Monument Mountain Motel
Comfortable retreat with a neatly made bed, wall-mounted lamps, and a convenient nightstand.

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (730)
"nice clean room. good amount of space. comfy. windows open front & back. nice view out back. loose toilet seat was not repaired (this is a simple 5 minute job with a screwdriver) even though I asked for it. coffee only in office after 8 am, none in room. "
Michael
Monument Mountain Motel
East Rock Inn
Enjoy cooking in this well-equipped kitchen with a central island and bar stools, featuring a refrigerator, microwave, and oven.

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (26)
"The property is well maintained and set back from the road. It was very quiet and the rooms are fantastic. A must stay if you are going to be in the area. "
Daniel
The price is RM754
RM843 total
includes taxes & fees
28 Jul - 29 Jul
East Rock Inn
Gedney Farm
Enjoy a serene dining experience in a picturesque countryside setting at Gedney Farm.

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (120)
"Enough off the beaten path to truly relax and untether. No TV and no cell service afforded us the
luxury
of reading, talking, and enjoying the whirlpool tub. The bathroom was a bit outdated but super clean. The breakfast spread was tasty and generous. I’d love to go back and eat dinner there on-site!"
Anonymous traveller
Gedney Farm
The Old Inn On The Green
Relax in a serene bedroom with a large bed, window, and comfortable chair.

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (86)
"There is a high-end restaurant at the Inn that has wonderful food. Delicious breakfasts (and Sunday Brunch) down the road at The Southfield Store were included. You can take a lovely back road walk past a beaver pond that starts from the parking lot. Employees were friendly and helpful. Multiple other protected area hikes in the neighborhood. We felt we lucked out picking this place."
HELEN
The price is RM1,231
RM1,486 total
includes taxes & fees
13 Jul - 14 Jul
The Old Inn On The Green
Travelodge by Wyndham Great Barrington Berkshires
Relax in this inviting room with a large bed, flat-screen TV, and comfortable chair.

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (530)
"Convenient and comfortable. Close to restaurants and shops."
Anonymous traveller
The price is RM420
RM470 total
includes taxes & fees
13 Jul - 14 Jul
Travelodge by Wyndham Great Barrington Berkshires
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.

Frequently asked questions

Are you looking for a luxury hotel for your Great Barrington holiday?
Expedia can help you arrange a flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Hudson, NY (HCC-Columbia County) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are an important consideration when you plan a trip, so we make it easy to get what you want to make your stay special. If you want a posh hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Great Barrington offers. During your visit, you might want to enjoy the live music which Great Barrington is known for.
What's the best luxury place to stay in Great Barrington?
The Barrington is a 4-star B&B and popular for Expedia travellers looking for a luxurious stay. Another upscale option for your holiday is The Old Inn On The Green.
How many luxury hotels can I expect to find in Great Barrington?
Lie in the lap of luxury during your getaway to Great Barrington in one of Expedia's 6 luxury hotels.
When can I expect good weather in Great Barrington?
Planning for the weather is an important factor for making your trip to Great Barrington a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do in Great Barrington?
Enjoy all that Great Barrington has to offer when you visit Housatonic River Walk, Housatonic River and Mahaiwe Performing Arts Center. If you have extra time while you're in the area, you might want to see Lake Mansfield Park and Ski Butternut.