Canaan Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Canaan
The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is 3.926.150 ₫ per night from 15 Dec to 16 Dec
3.926.150 ₫
5.562.749 ₫ total
15 Dec - 16 Dec
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
I love the ambience - historic and comfortable and excellent food.
Reviewed on 5 Nov 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
The price is 3.530.900 ₫ per night from 15 Dec to 16 Dec
3.530.900 ₫
4.311.861 ₫ total
15 Dec - 16 Dec
includes taxes & fees
9/10 Wonderful! (781 reviews)
Place was great!
Reviewed on 5 Nov 2025
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Fully refundable
The price is 2.819.450 ₫ per night from 24 Nov to 25 Nov
2.819.450 ₫
3.149.325 ₫ total
24 Nov - 25 Nov
includes taxes & fees
8.8/10 Excellent! (692 reviews)
Early check in.
Reviewed on 9 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.
More trip options
Expedia's Latest Trends
Flights
Packages
General
