North Canaan Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
North Canaan Holiday
Our pick of the best North Canaan Hotel Deals
Blackberry River Inn
538 Greenwoods Rd W, Norfolk, CT
The price is NZ$323 per night from 17 Nov to 18 Nov
NZ$323
17 Nov - 18 Nov
includes taxes & fees
9.2/10 Wonderful! (157 reviews)
This historic inn is beautiful! We stayed in the main building which was built around 1760. The room was very spacious and set up well. We also had an enclosed 'porch' which was very nice. There was a small refrigerator. A microwave and coffee maker were not in the room. That would have been nice. ...
Reviewed on 6 Nov 2025
Locust Tree Bed and Breakfast LLC
131 East Canaan Road East Canaan CT
Fully refundableReserve now, pay when you stay
The price is NZ$213 per night from 17 Nov to 18 Nov
NZ$213
17 Nov - 18 Nov
includes taxes & fees
8.8/10 Excellent! (391 reviews)
Everything was very good!!! Location was exceptional, parking was private and very secure for my classic car. Breakfast was great!!!
Reviewed on 2 Nov 2025
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 30 Nov to 1 Dec
NZ$165
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.
Reviewed on 6 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
