North Canaan Holidays

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The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Top hotels in North Canaan

Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W Norfolk CT
The price is S$239 per night from 16 Feb to 17 Feb
S$239
16 Feb - 17 Feb
includes taxes & fees
9.2/10 Wonderful! (168 reviews)
Lovely room, comfortable bed, delicious breakfast and nice staff.

Reviewed on 1 Feb, 2026

Blackberry River Inn
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road East Canaan CT
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 16 Feb to 17 Feb
S$152
16 Feb - 17 Feb
includes taxes & fees
8.8/10 Excellent! (396 reviews)
Great Place!!!

Reviewed on 8 Feb, 2026

Locust Tree Bed and Breakfast LLC
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
The price is S$183 per night from 22 Feb to 23 Feb
S$183
22 Feb - 23 Feb
includes taxes & fees
9/10 Wonderful! (833 reviews)
The room was beautiful - great for our family. Plenty of room and we enjoyed the gurgling brook out back! The pool was great along with the hot tub. Although the hot tub was supposed to be adult only, it was not enforced unless we left to request someone to do it. The bar near the pool area was fun ...

Reviewed on 8 Feb, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.