Book a Great Barrington Resort

Start date: Check-in selected.
To Date
End date: Check-out

    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 31 - Nov 2
In two weeks
Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

Resorts in Great Barrington

We don't have any properties that match your exact search
See all properties in Great Barrington

Recommended hotels in Great Barrington

Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (678)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is ￥15,495
￥17,307 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.4 out of 10, Exceptional, (11)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is ￥39,525
￥49,240 total
includes taxes & fees
Nov 9 - Nov 10
Prospect Berkshires
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (774)
"Very convenient and we were happy that the little restaurant we'd chosen for dinner was right across the street (we drove anyway, as it's a busy street)."
United States
Elizabeth
Monument Mountain Motel
Lobby
Quality Inn
Quality Inn
2.5 star property
8.4 out of 10, Very Good, (1001)
"Clean room, nice location "
United States
Devron
The price is ￥12,783
￥14,279 total
includes taxes & fees
Nov 6 - Nov 7
Quality Inn
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (745)
"The property is very nice and the staff was extremely friendly and helpful."
United States
Greg
The price is ￥21,723
￥24,265 total
includes taxes & fees
Nov 4 - Nov 5
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (555)
"Excellent location, friendly service, clean, comfortable room."
United States
Beth
The price is ￥11,393
￥12,727 total
includes taxes & fees
Oct 27 - Oct 28
Travelodge by Wyndham Great Barrington Berkshires
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion
The Little Lion
3.0 star property
8.6 out of 10, Excellent, (539)
"Comfy, quiet, and clean "
United States
Joseph
The price is ￥19,204
￥21,451 total
includes taxes & fees
Nov 4 - Nov 5
The Little Lion
Premium Apartment | Private kitchen | Microwave, electric kettle
East Rock Inn
East Rock Inn
2.0 star property
9.4 out of 10, Exceptional, (35)
"Quiet and peaceful location set off the road, with woodsy area in the back. Very close to Main Street shops and restaurants. "
United States
Amanda
The price is ￥20,030
￥22,374 total
includes taxes & fees
Nov 6 - Nov 7
East Rock Inn
Front of property
Gedney Farm
Gedney Farm
3.5 star property
9.2 out of 10, Wonderful, (130)
"Great property"
United States
Blair
Gedney Farm
Fridge, microwave, oven, stovetop
Home in Great Barrington
Home in Great Barrington
9.8 out of 10, Exceptional, (24)
"Enjoyed our stay!!!"
United States
Fred W.
The price is ￥28,863
￥46,324 total
includes taxes & fees
Nov 23 - Nov 24
Home in Great Barrington
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
4.0 star property
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is ￥46,333
￥55,911 total
includes taxes & fees
Nov 4 - Nov 5
The Old Inn On The Green
Fridge, microwave, oven, stovetop
Great Barrington Get Away
Great Barrington Get Away
9.4 out of 10, Exceptional, (24)
"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "
United States
Amy B.
The price is ￥38,740
￥72,969 total
includes taxes & fees
Oct 27 - Oct 28
Great Barrington Get Away
Smart TV, fireplace, books
Cozy. Clean. Free bagel shop.
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
"The perfect location for a stay in Great Barrington. The house is so well done and very comfortable!"
United States
Carly F.
The price is ￥54,688
￥92,309 total
includes taxes & fees
Nov 4 - Nov 5
Cozy. Clean. Free bagel shop.
Game room
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
9.0 out of 10, Wonderful, (2)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ￥30,764
￥39,284 total
includes taxes & fees
Oct 29 - Oct 30
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
Exterior
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
10.0 out of 10, Exceptional, (1)
"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 ￥95,567
￥213,988 total
includes taxes & fees
Oct 24 - Oct 25
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Microwave, oven, stovetop, dishwasher
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy. Clean. Free bagel shop. 3 Fireplaces.
The price is ￥51,649
￥89,253 total
includes taxes & fees
Nov 4 - Nov 5
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.4 out of 10, Exceptional, (6)
"New hotel very nice"
United States
joel
The price is ￥20,508
￥22,908 total
includes taxes & fees
Nov 6 - Nov 7
Element Lenox Berkshires
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (430)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
The price is ￥17,210
￥18,879 total
includes taxes & fees
Nov 4 - Nov 5
Shaker Mill Inn
Lobby
Quality Inn
Quality Inn
2.5 star property
8.4 out of 10, Very Good, (1000)
"Staff was very helpful - easy location - clean rooms!"
United States
Karen
The price is ￥14,074
￥15,721 total
includes taxes & fees
Nov 9 - Nov 10
Quality Inn
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.2 out of 10, Wonderful, (1002)
"Great Indian restaurant in the hotel!"
United States
Chris
The price is ￥16,140
￥18,028 total
includes taxes & fees
Nov 4 - Nov 5
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We loved this place. Quiet, very clean,attractive. Loved that it had a kitchen area. Second story, sliding glass doors overlooked the fall foliage in the back of the building. Very peaceful.."
Steven 4-night trip
Posted 23 hours ago
Berkshire Mountain Lodge

Find out more about Great Barrington

Great Barrington Resorts information

Number of reviews
7,043
Accommodation
5 Resorts
Lowest Price
￥12,727
Highest Price
￥213,988

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?
Here's our top-rated resort near Great Barrington: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 7.1 mi (11.5 km) from Great Barrington. Has a sauna, a fitness center, and a terrace.
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. Head for the ski slopes at Ski Butternut, or discover the theater scene at Mahaiwe Performing Arts Center. 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