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

Search Vacation Homes in Great Barrington

  • 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

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Great Barrington vacation homes

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"Great location with easy parking Excellent cleaning staff. Done promptly and right. Very helpful front desk staff."
United States
Brian
The price is AED 555
AED 620 total
includes taxes & fees
9 Jul - 10 Jul
The Yankee Inn
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (847 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is AED 219
AED 245 total
includes taxes & fees
6 Aug - 7 Aug
FairBridge Inn Express
Seasonal outdoor pool, pool umbrellas, sun loungers

The Amelia

The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (34 reviews)
"The Amelia is fantastic. I loved the decor, the attention to details. So comfortable and a great location"
United States
Chris
The price is AED 1,273
AED 1,438 total
includes taxes & fees
14 Jul - 15 Jul
The Amelia
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,013 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is AED 415
AED 464 total
includes taxes & fees
5 Aug - 6 Aug
Quality Inn Great Barrington
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (877 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is AED 408
AED 456 total
includes taxes & fees
12 Jul - 13 Jul
Monument Mountain Motel
Exterior

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, (794 reviews)
"Dawn was super helpful in getting us checked in."
United States
Kristen
The price is AED 777
AED 868 total
includes taxes & fees
15 Jul - 16 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (579 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is AED 411
AED 459 total
includes taxes & fees
14 Jul - 15 Jul
The Little Lion
Exterior

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, (785 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is AED 617
AED 689 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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
Great Barrington
7.6 out of 10, Good, (592 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is AED 364
AED 406 total
includes taxes & fees
19 Jul - 20 Jul
Travelodge by Wyndham Great Barrington Berkshires
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.0 out of 10, Wonderful, (9 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is AED 971
AED 1,085 total
includes taxes & fees
15 Jul - 16 Jul
The Berkshire Mountain Inn
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is AED 1,212
AED 1,463 total
includes taxes & fees
14 Jul - 15 Jul
The Old Inn On The Green
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (49 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is AED 564
AED 630 total
includes taxes & fees
23 Jul - 24 Jul
East Rock Inn
Exterior

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (33 reviews)
"Great stay!"
United States
Conor
The price is AED 1,306
AED 1,582 total
includes taxes & fees
13 Jul - 14 Jul
Prospect Berkshires
Front of property

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (138 reviews)
"Gedney Farm is a good place to stay for travelers looking for a spot a bit off the beaten track. The style is very informal, property beautiful, and the restaurant is excellent."
United States
Sarah
The price is AED 852
AED 935 total
includes taxes & fees
9 Jul - 10 Jul
Gedney Farm
Interior

Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is AED 2,568
AED 4,705 total
includes taxes & fees
6 Aug - 7 Aug
Charming 6 Bdrm Countryside Stay
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (874 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is AED 304
AED 340 total
includes taxes & fees
13 Jul - 14 Jul
Berkshire Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (429 reviews)
"Below average B&B"
United States
Larry
The price is AED 386
AED 444 total
includes taxes & fees
13 Jul - 14 Jul
Locust Tree Bed and Breakfast LLC
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (881 reviews)
"Great place"
United States
Luciane
The price is AED 364
AED 406 total
includes taxes & fees
9 Jul - 10 Jul
Howard Johnson by Wyndham Lenox
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,004 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is AED 467
AED 522 total
includes taxes & fees
16 Jul - 17 Jul
Best Western Plus Berkshire Hills Inn & Suites
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (486 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is AED 248
AED 278 total
includes taxes & fees
9 Jul - 10 Jul
Berkshire Travel Lodge
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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
Lisa 1-night trip
Posted 18 hours ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Explore a world of travel with Expedia