Canaan Holidays
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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 S$279 per night from 28 May to 29 May
S$279
28 May - 29 May
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Everything was great
Reviewed on 9 May, 2026
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$206 per night from 13 May to 14 May
S$206
13 May - 14 May
includes taxes & fees
9.2/10 Wonderful! (890 reviews)
This was like staying in a two bedroom walk up in NYC only sooooo much bigger and better! We were pleasantly surprised at the spaciousness of our Room! (The presidential suite). Everything was clean and tidy. Very pleasant decor. While there was not a place to get coffee down in the lobby area, there ...
Reviewed on 4 May, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
The price is S$120 per night from 13 May to 14 May
S$120
13 May - 14 May
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
The staff was amazing. For me it was in a good location for a home base to make day trips around the area. Your room was clean and the hotel was in a safe area.
Reviewed on 8 May, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
