East Canaan Holidays

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

East Canaan Holiday

Our pick of the best East Canaan Hotel Deals

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 NZ$199 per night from 7 July to 8 July
NZ$199
7 July - 8 July
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 30 Jun. 2025

Locust Tree Bed and Breakfast LLC
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$218 per night from 20 July to 21 July
NZ$218
20 July - 21 July
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Great location, good price I wish the mattresses were firmer and an option for Netflix would be nice."

Reviewed on 3 Jul. 2025

Quality Inn
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 refundableReserve now, pay when you stay
The price is NZ$307 per night from 9 July to 10 July
NZ$307
9 July - 10 July
includes taxes & fees
9/10 Wonderful! (664 reviews)
"My family absolutely loved staying here. The amenities and activities were plentiful and customer service was exceptional."

Reviewed on 30 Jun. 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 870 properties in East 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.

Frequently asked questions

How much does an East Canaan holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to East Canaan costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to East Canaan?
You can usually find lower rates and better availability in January, February and March. Take a look at our cheap East Canaan holiday packages and you could score some great off-season discounts.
How many days is enough for East Canaan?
With a well-organised travel plan, you can easily visit the top East Canaan attractions in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your East Canaan holiday for longer.
How to find the best East Canaan package deals?
Use Expedia's handy filters to help you find some of the best East Canaan package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for East Canaan package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book an East Canaan holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking hotels and flights individually. Better still, you can customise your East Canaan getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to East Canaan?
If you have your East Canaan travel dates confirmed, book early to bag some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to East Canaan?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to escape to East Canaan.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and airfares. Your hotel will likely be the largest expense during your trip to East Canaan.
  3. Decide how long to go for: Now that you're up to speed on East Canaan, you can figure out the ideal length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored East Canaan holiday package.

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