East Canaan Vacation Packages

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Your East Canaan Vacation

Say bye-bye to planning worries and hello to a East Canaan vacation package. With everything organized before you go, you can focus on discovering this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. Fill your schedule with visits to Haystack Mountain State Park, Land of Nod Vineyard and Winery and Campbell Falls State Park, some of the top attractions you just have to see during a trip to East Canaan. That dream East Canaan vacation is just clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored just for you.

Top East Canaan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Hidden Inn

The Hidden Inn

4 out of 5
per person
Jun. 6 - Jun. 8
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
9.4/10 Exceptional! (24 reviews)
Great Inn, restaurant was fabulous. Rooms are nice and upgraded. Owner was super friendly. Wonderful experience overall!

Reviewed on Jan. 18, 2025

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3 out of 5
per person
Jun. 6 - Jun. 8
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
No reviews
West Settlement Ranch by Avantstay Hudson Valley Escape Firepit Patio Yard

West Settlement Ranch by Avantstay Hudson Valley Escape Firepit Patio Yard

2 out of 5
per person
Jun. 6 - Jun. 8
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
No reviews
Perfect Family Vacation Home in the Mountains

Perfect Family Vacation Home in the Mountains

2 out of 5
per person
Jun. 6 - Jun. 8
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
No reviews
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
per person
Jun. 6 - Jun. 8
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
8.2/10 Very Good! (50 reviews)
Overall, it's a nice and cozy place, great for a family vacation. However, I wouldn't recommend it for a ski trip. There’s no early breakfast and no dedicated ski equipment room. While they do provide a storage room, it lacks a shoe dryer. Additionally, you need to book the sauna in advance, and its availability seems limited, likely reserved for groups. So, if you're planning a 3–4-day ski trip, this might not be the best option.

Reviewed on Feb. 23, 2025

Ready to book your vacation to East Canaan?

 

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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 CA $152 per night from Mar. 13 to Mar. 14
CA $152
CA $174 total
includes taxes & fees
Mar 13 - Mar 14
8.8/10 Excellent! (356 reviews)
"The host Heidi was friendly and fun to talk with at breakfast (I was travelling alone). She knows a lot about the area and history which was nice to hear. The house was quiet and clean and I'd stay here again."

Reviewed on Jan. 28, 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
Fully refundable
The price is CA $172 per night from Mar. 13 to Mar. 14
CA $172
CA $212 total
includes taxes & fees
Mar 13 - Mar 14
8.8/10 Excellent! (608 reviews)
"2nd time staying i love this resort. I wish i can stay more days"

Reviewed on Mar. 7, 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
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr. 9 to Apr. 10
CA $193
CA $281 total
includes taxes & fees
Apr 9 - Apr 10
8.8/10 Excellent! (1,001 reviews)
"This is a gem in the Berkshires! It is quaint yet cool. We stayed in winter, so nearby attractions were limited for non-skiers but I'd go again for the heated pool, pub, great rooms and wonderful staff!"

Reviewed on Mar. 4, 2025

The Red Lion Inn
See all 831 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an East Canaan vacation package cost?
Offering excellent value package deals from CA $924 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.