North Canaan Holidays

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Top hotels in North Canaan

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$156 per night from 7 Jul to 8 Jul
S$156
7 Jul - 8 Jul
includes taxes & fees
8.8/10 Excellent! (427 reviews)
"Wish there was an alarm clock on our room. Only negative. Hostess was amazing, friendly and accommodating when we asked to keep things in the refrigerator."

Reviewed on 27 Jun, 2026

Locust Tree Bed and Breakfast LLC
Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W Norfolk CT
The price is S$202 per night from 5 Jul to 6 Jul
S$202
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (190 reviews)
"A very traditional inn. This is a B and B though. No tea or coffee in the carriage room we were in. A really lovely spot with great pool area and gardens. Very peaceful and beautiful breakfast with 5 star service. Good good 10 min drive to North Cannon."

Reviewed on 25 Jun, 2026

Blackberry River Inn
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is S$323 per night from 22 Jul to 23 Jul
S$323
22 Jul - 23 Jul
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Staff was great. Cool place - so historic"

Reviewed on 30 Jun, 2026

The Red Lion Inn
See all 970 properties in North Canaan
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.

Stay near popular North Canaan attractions

Edith Scoville Memorial Sanctuary

Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.
See properties

Frequently asked questions

How much does a North Canaan holiday package cost?
You'll find cheap prices on Expedia for your North Canaan getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to North Canaan costs.
What are the cheapest months to go to North Canaan?
You can usually find lower rates and greater availability in January, February and March. Explore our cheap North Canaan holiday packages and you could get some great off-season deals.
How many days is enough for North Canaan?
With a well-planned itinerary, you can easily tick off the top North Canaan sights in a few days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your North Canaan holiday for longer.
How to find the best North Canaan package deals?
Bagging a cheap North Canaan package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly North Canaan package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a North Canaan holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customise your North Canaan getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to North Canaan?
If you're planning a spontaneous North Canaan holiday, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to North Canaan?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to holiday in North Canaan.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your accommodation will likely be the biggest expense during your trip to North Canaan.
  3. Determine how many days away: Start by listing all the attractions you'd like to get to in North Canaan. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored North Canaan holiday package.

Explore a world of travel with Expedia

* 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.