Downtown Great Barrington, MA
Great Barrington
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Downtown Great Barrington Hotel Deals

Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is ¥11,919 per night from Nov 25 to Nov 26
¥11,919
¥13,315 total
Nov 25 - Nov 26
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"This motel was exactly what we were looking for during our short stay. It was clean comfortable and easy to access. The bathroom toilet flushing mechanism was a bit slow/occasionally needed two flushes. There are train tracks behind the building and there is a train that will come by at night that ..."
Reviewed on Nov 1, 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is ¥13,031 per night from Nov 8 to Nov 9
¥13,031
¥18,076 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...

The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is ¥16,851 per night from Nov 20 to Nov 21
¥16,851
¥18,823 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
190 Meadow Street South Lee MA
The price is ¥17,410 per night from Nov 5 to Nov 6
¥17,410
¥22,527 total
Nov 5 - Nov 6
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,001 reviews)
"The room I had jacuzzi was not working and not aware until there was a complaint of water"
Reviewed on Oct 28, 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is ¥19,222 per night from Nov 29 to Nov 30
¥19,222
¥21,472 total
Nov 29 - Nov 30
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,060 reviews)
"We had a great stay. The lobby is beautiful- very warm and inviting. Don’t let the motel style fool you. The staff was very welcoming! Room was very spacious. We enjoyed sitting at the fire pit on a chilly fall night. Only suggestion would be softer pillows."
Reviewed on Nov 2, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
The price is ¥24,819 per night from Nov 8 to Nov 9
¥24,819
¥35,551 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"The rooms are so unique and cozy, the food was excellent and and the staff was so helpful- Olivia from the front desk went above and beyond while Nellie from housekeeping happily assisted me at the ice machine as I struggled- i love the place so much."
Reviewed on Nov 1, 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.
