Downtown Great Barrington Holidays
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Top hotels in Downtown Great Barrington
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
The price is S$109 per night from 6 Dec to 7 Dec
S$109
6 Dec - 7 Dec
includes taxes & fees
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 6 Dec to 7 Dec
S$139
6 Dec - 7 Dec
includes taxes & fees
9/10 Wonderful! (1,274 reviews)
"The staff was super helpful. I enjoy staying here."
Reviewed on 15 Nov, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$181 per night from 12 Dec to 13 Dec
S$181
12 Dec - 13 Dec
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"There was no scenic mountain view, the photos on the website show it being higher up The room smelled & the fire pit was barely a fire . Not worth $200"
Reviewed on 15 Nov, 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.
Stay near popular Downtown Great Barrington attractions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.