Downtown Great Barrington
Great Barrington
Visit Downtown Great Barrington
Stay near popular Downtown Great Barrington attractions
Top hotels in Downtown Great Barrington

Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is S$109 per night from 6 Dec to 7 Dec
S$109
6 Dec - 7 Dec
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is S$139 per night from 6 Dec to 7 Dec
S$139
6 Dec - 7 Dec
includes taxes & fees
Stay at this golf aparthotel in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in ...
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
The price is S$181 per night from 12 Dec to 13 Dec
S$181
12 Dec - 13 Dec
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
190 Meadow Street South Lee MA
The price is S$184 per night from 16 Nov to 17 Nov
S$184
16 Nov - 17 Nov
includes taxes & fees
Stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business centre and a snack bar/deli. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (1,001 reviews)
"Beautiful and affordable. Pool will not have towels so bring them from your room, staff will not help you get towels."
Reviewed on 13 Nov, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
The price is S$291 per night from 29 Nov to 30 Nov
S$291
29 Nov - 30 Nov
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, free parking and 3 restaurants. Our guests praise the helpful staff in their reviews. Popular attractions ...

Hotel On North
297 North Street Pittsfield MA
The price is S$161 per night from 29 Nov to 30 Nov
S$161
29 Nov - 30 Nov
includes taxes & fees
Stay at this family-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms in ...
9.6/10 Exceptional! (986 reviews)
"Lovely, comfortable, large rooms and space. Hotel unable to accommodate my request to change my somewhat noisy room with adjacent elevator and large event."
Reviewed on 13 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.
