East Canaan Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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Top hotels in East 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$155 per night from 10 Nov to 11 Nov
S$155
10 Nov - 11 Nov
includes taxes & fees
Locust Tree Bed and Breakfast LLC
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is S$108 per night from 30 Nov to 1 Dec
S$108
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Great location friendly staff"

Reviewed on 9 Nov, 2026

Quality Inn Great Barrington
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
The price is S$193 per night from 11 Nov to 12 Nov
S$193
11 Nov - 12 Nov
includes taxes & fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
See all 905 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.

Stay near popular East Canaan attractions

Land of Nod Vineyard and Winery

8.0/10 (1 review)
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.
See properties

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. 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.