Canaan Holidays
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Top hotels in Canaan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is S$185 per night from 9 Feb to 10 Feb
S$185
9 Feb - 10 Feb
includes taxes & fees
9/10 Wonderful! (830 reviews)
The room was nice and clean. When we went to the activity center to use the pool and hot tub there was an odd smell. Other than that we enjoyed our stay.
Reviewed on 2 Feb, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is S$268 per night from 9 Mar to 10 Mar
S$268
9 Mar - 10 Mar
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future.
Reviewed on 29 Jan, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Fully refundable
The price is S$152 per night from 22 Feb to 23 Feb
S$152
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (727 reviews)
Perfect for skiing at Ski Butternut
Reviewed on 22 Jan, 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.
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