
Canaan Packages (Flight + Hotel)
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Top hotels in Canaan

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is ฿4,817 per night from 16 Dec to 17 Dec
฿4,817
฿6,815 total
16 Dec - 17 Dec
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Quaint Inn located in the Berkshire. Dinner in the tavern was delish. The main inn lobby has plenty of seating to lounge around and people watch. We enjoyed our stay.
Reviewed on 20 Nov 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is ฿3,420 per night from 8 Dec to 9 Dec
฿3,420
฿4,268 total
8 Dec - 9 Dec
includes taxes & fees
9/10 Wonderful! (790 reviews)
Great
Reviewed on 25 Nov 2025

Quality Inn
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is ฿2,429 per night from 14 Dec to 15 Dec
฿2,429
฿2,713 total
14 Dec - 15 Dec
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Room was extremely clean, beds very comfortable, staff friendly. The only problem was the noisy heating system which loudly switched on and off at night preventing us from getting a good nights sleep. I would also suggest getting a room in the front of the hotel, rather than the back, since a train ...
Reviewed on 22 Nov 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
