North Canaan Trips (flight + hotel)

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Top hotels in North Canaan

Blackberry River Inn
Blackberry River Inn
3 out of 5
538 Greenwoods Rd W, Norfolk, CT
The price is P9,370 per night from Jul 14 to Jul 15
P9,370
P10,776 total
Jul 14 - Jul 15
includes taxes & fees
9.4/10 Exceptional! (113 reviews)
"Our 7th stay. Elegant, quiet, impeccably managed by Lucas."

Reviewed on Jul 8, 2025

Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLC
3 out of 5
131 East Canaan Road, PO Box 664, East Canaan, CT
Fully refundableReserve now, pay when you stay
The price is P5,918 per night from Jul 20 to Jul 21
P5,918
P6,806 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (371 reviews)
"Staying over for work .. room was large, bed was comfortable ..hot water was here or there, as was the water pressure. Wish there was a mini fridge to keep drinks and snacks. Left way before breakfast, so I really couldn't comment. I did read all the reviews and Heidi was very nice and friendly. ..."

Reviewed on Jun 30, 2025

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
The price is P9,110 per night from Jul 13 to Jul 14
P9,110
P10,962 total
Jul 13 - Jul 14
includes taxes & fees
9/10 Wonderful! (667 reviews)
"Very good"

Reviewed on Jul 7, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 925 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.

Popular places to visit

Land of Nod Vineyard and Winery

You can enjoy a tasting or tour at Land of Nod Vineyard and Winery during your travels to North Canaan. Discover the area's waterfalls and countryside.

Land of Nod Vineyard and Winery

Frequently asked questions

How much does a North Canaan vacation 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 vacation 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 vacation 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 vacation 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," "Traveler 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize 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 vacation package to North Canaan?
If you're planning a spontaneous North Canaan vacation, 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 favorite time of year and the activities on offer will also help you decide when to vacation 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 accommodations 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 vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.