Great Barrington Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Great Barrington Holiday
Our pick of the best Great Barrington Hotel Deals
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
The price is NZ$162 per night from 19 May to 20 May
NZ$162
19 May - 20 May
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Pleasant, welcoming staff. Quiet, clean, room. Nice breakfast with hot & cold offerings. Short walk to Main Street shops, cafes, restaurants. All good!
Reviewed on 16 May 2026
The Little Lion
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is NZ$182 per night from 11 June to 12 June
NZ$182
11 June - 12 June
includes taxes & fees
8.6/10 Excellent! (559 reviews)
Second time staying. We like that dogs stay free, and that they can run outback. Nearby hiking. Easy parking. Check-in is easy. But, it’s ultimately a dingy roadside motel with a funky coat of paint, and a vintage photo on the wall. Shower had hair on floor, wall, and curtain. Soap dispensers (what ...
Reviewed on 3 May 2026
Monument Mountain Motel
247 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is NZ$131 per night from 19 May to 20 May
NZ$131
19 May - 20 May
includes taxes & fees
9/10 Wonderful! (854 reviews)
If you enjoy black mold in the bathroom, dirty sheets featuring spiders, and an all around ghetto experience this is for you! Staff was kind at least, but definitely recommend finding other accommodations.
Reviewed on 14 May 2026
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.
Discover the most popular places to visit in Great Barrington
Ski Butternut
Hit the slopes in Great Barrington with a visit to Ski Butternut. While you're in the area, stroll along the lakeside.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
