East Canaan Holidays

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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, PO Box 664, East Canaan, CT
The price is €103 per night from 16 Jul to 17 Jul
€103
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (372 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
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 €166 per night from 23 Jul to 24 Jul
€166
23 Jul - 24 Jul
includes taxes & fees
9/10 Wonderful! (671 reviews)
"We had an amazing stay! Rare gem in the berkshires. We had two two-bedroom units next to each other and it was more than enough space for our family of 10."

Reviewed on 12 Jul 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is €226 per night from 13 Aug to 14 Aug
€226
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Live the front porch and dining room. We were first assigned a room in the Steven’s bldg. it was completely not up to standards. Musty smell , far from hotel and old dirty furniture. I complained to the front desk and was upgraded to a nicer building. Staff very cooperative. The pool was cloudy and ..."

Reviewed on 13 Jul 2025

The Red Lion Inn
See all 872 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.