Downtown Great Barrington Travel Guide
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 ฿2,530 per night from 15 Nov to 16 Nov
฿2,530
฿2,827 total
15 Nov - 16 Nov
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 ...
8.6/10 Excellent! (1,000 reviews)
"Updated review- this motel has freight train tracks right behind the building. If you want to be woken up at ~ 2 AM to the sound of a train stay here…"
Reviewed on 19 Oct 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is ฿2,880 per night from 22 Nov to 23 Nov
฿2,880
฿3,968 total
22 Nov - 23 Nov
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 ...
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is ฿3,562 per night from 1 Nov to 2 Nov
฿3,562
฿3,978 total
1 Nov - 2 Nov
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! (1,001 reviews)
"I loved this property. Nice room with fireplace and balcony, great shower, good breakfast, easy parking, and beautiful walking trail behind the hotel."
Reviewed on 22 Oct 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
The price is ฿3,931 per night from 27 Oct to 28 Oct
฿3,931
฿5,048 total
27 Oct - 28 Oct
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! (1,002 reviews)
"This is the third year I have stayed here with a large group of people who come for an event I host there, and I'm really rethinking it. It seems to be sliding in the wrong direction rather quickly. For some chilly Autumn nights it was surprising that nobody had blankets on their beds or in their ..."
Reviewed on 22 Oct 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is ฿4,374 per night from 1 Nov to 2 Nov
฿4,374
฿4,886 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
The Red Lion Inn
30 Main Street Stockbridge MA
The price is ฿5,293 per night from 4 Nov to 5 Nov
฿5,293
฿7,581 total
4 Nov - 5 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 ...
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.
