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$263 per night from 14 Jan to 15 Jan
S$263
14 Jan - 15 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
I had always wanted to stay at The Red Lion Inn and decided to treat myself to a one-night stay. Since it was in December I was especially excited to have a fireplace in the room. Sadly, I learned the fireplace didn’t work and that they are renovating some of the systems, but offered no partial refund ...
Reviewed on 23 Dec, 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 S$209 per night from 6 Jan to 7 Jan
S$209
6 Jan - 7 Jan, 2026
includes taxes & fees
9/10 Wonderful! (804 reviews)
Very clean. Nice amenities. Had everything you needed.
Reviewed on 13 Dec, 2025
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Fully refundable
The price is S$154 per night from 4 Jan to 5 Jan
S$154
4 Jan - 5 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (709 reviews)
Clean, everyone there was so sweet! Great breakfast
Reviewed on 20 Dec, 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.
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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.
