East Canaan Vacations

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Find the Best East Canaan Vacation Packages

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
The price is ₩145,899 per night from Aug 27 to Aug 28
₩145,899
₩167,784 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (382 reviews)
"Peaceful area and great staff; Thank you for the service and experience"

Reviewed on Aug 25, 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 ₩128,738 per night from Sep 9 to Sep 10
₩128,738
₩143,800 total
Sep 9 - Sep 10
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Great location and close enough to walk to shops and restaurants."

Reviewed on Aug 22, 2025

Quality 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 ₩276,512 per night from Sep 10 to Sep 11
₩276,512
₩370,943 total
Sep 10 - Sep 11
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Wonderful old inn; chock full of charm."

Reviewed on Aug 24, 2025

The Red Lion Inn
See all 876 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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation packages and you could score some great off-season discounts.
How many days is enough for East Canaan?
With a well-organized 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 vacation 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 vacation package well in advance.
Is it cheaper to book an East Canaan vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights individually. Better still, you can customize 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 vacation 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 vacation package.

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