Great Barrington Hotel Guide - Luxury Hotels in Great Barrington, Massachusetts

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Top Great Barrington Luxury Hotels

Junior Suite
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (95)
"Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. "
The price is €337
includes taxes & fees
15 May - 16 May
The Barrington
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (590)
"Great overnight stay. Cleanest place ever. "
The price is €69
includes taxes & fees
16 May - 17 May
Monument Mountain Motel
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (384)
"We loved this place. It's dog friendly, the place is clean and quiet. The proprietor is awesome. It's super friendly. We spent a total of 9 days here, and I'd definitely come back again. Thanks for a great stay"
The price is €114
includes taxes & fees
14 May - 15 May
The Briarcliff Motel
Standard Room
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (497)
"Really enjoyed the seating outside and pool side was very relaxing. The staff was very helpful and informative. Great experience!!!"
The price is €146
includes taxes & fees
19 May - 20 May
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Exterior
Lantern House Motel
2.5 star property
8.2 out of 10, Very good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Lantern House Motel
Standard Room, 2 Queen Beds, Non Smoking
Quality Inn
2.5 star property
8.0 out of 10, Very good, (1005)
"Very convenient, very nice staff"
The price is €83
includes taxes & fees
14 May - 15 May
Quality Inn
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (455)
" price, close to everything, "
The price is €72
includes taxes & fees
14 May - 15 May
Travelodge by Wyndham Great Barrington Berkshires
Don't see what you're looking for?
See all available properties in Great Barrington
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, Mahaiwe Performing Arts Center and Ski Butternut. If you have extra time while you’re in the area, you might want to see Lake Buel and Catamount Ski Area.