East Canaan Holidays from £1,297

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Your East Canaan Holiday

Say bye-bye to planning worries and hello to a East Canaan holiday package. With everything organised 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 holiday is just clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored just for you.

Top East Canaan Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was £1,485, price is now £1,297 per person
£1,297
per person
14 Sept - 20 Sept
found 2 hours ago
Return flight included
London (LGW) to Hudson (HCC)
9.2/10 Wonderful! (110 reviews)

The Haüs Windham

The Haüs Windham

2 out of 5
Price was £1,790, price is now £1,434 per person
£1,434
per person
14 Sept - 20 Sept
found 2 hours ago
Return flight included
London (LGW) to Hudson (HCC)
8/10 Very good! (32 reviews)
Abia mucho ruido en la noche I abian muchas moscas y solo abia 1 cobija y eramos tres

Reviewed on 25 Jul 2026

Windham NY Escape

Windham NY Escape

3 out of 5
Price was £1,844, price is now £1,635 per person
£1,635
per person
14 Sept - 20 Sept
found 2 hours ago
Return flight included
London (LGW) to Hudson (HCC)
10/10 Exceptional! (1 review)
The best

Reviewed on 6 Oct 2025

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Price was £3,376, price is now £3,100 per person
£3,100
per person
14 Sept - 20 Sept
found 2 hours ago
Return flight included
London (LGW) to Hudson (HCC)
No reviews

East Canaan Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Mohawk Mountain Ski Area, Mohawk Mountain State Forest and Mount Frissell

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 £91 per night from 28 Jul to 29 Jul
£91
28 Jul - 29 Jul
includes taxes & fees
Locust Tree Bed and Breakfast LLC
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 £190 per night from 25 Aug to 26 Aug
£190
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"The bed was the most uncomfortable bed I've ever had at a hotel. There were people arguing noisily outside our room for about an hour before midnight while we were trying to sleep. Street traffic noise was very loud starting at about 6 in the morning."

Reviewed on 26 Jul 2026

The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is £99 per night from 17 Aug to 18 Aug
£99
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"There were no amenities but breakfast, which was absolutely adequate. The staff was very helpful, parking easy and the room was comfortable with good showers. The water pressure needed some help and a hair dryer would have been helpful but all in all the location made up for it."

Reviewed on 26 Jul 2026

Quality Inn Great Barrington
See all 927 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 Holidays
All Inclusive Holidays
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Family Friendly Holidays

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 travel package cost?
Much less than you might think — from a low £1,297, actually! By bundling flights, hotels and car rentals into your own custom-built travel package, your trip to East Canaan is only clicks away.
If I'm not able to travel, can I cancel my East Canaan travel package?
If your holiday plans in East Canaan have been upended, it's good to know that you can amend or cancel your booking. If you made your booking less than 24 hours ago, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a cancellation fee. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to East Canaan?
Browse and lock in everything in the one place with our East Canaan travel packages. You'll discover bargains on flights, hotels and more that'll keep your travel budget happy and your adventurous side busy. And, with more than 550 air carriers and 1,000,000 hotel options globally to select from, you'll have the flexibility to mix and match as you want.
Does Expedia offer Book Now, Pay Later East Canaan holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all types of budgets, so you can lock in that well-deserved holiday now.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this payment option. Put down a small deposit on your holiday and then get on your way.

Where should I stay in East Canaan?
East Canaan has numerous fascinating places to discover, such as Land of Nod Vineyard and Winery. Secure a room in a hotel near this attraction and make sightseeing a breeze.
What are the top hotels in East Canaan?
Reserve a room at Hilton Stamford Hotel & Executive Meeting Centre. It's one of the area's most in-demand properties. Another reputable option in East Canaan is Howard Johnson by Wyndham Mystic.
How far in advance should I book my East Canaan holiday?
It's difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you can't book early, don't worry. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia East Canaan travel package include?
Flights, rental cars and hotels, or any combination of them — it's your pick! Whether you're exploring East Canaan with the kids or travelling with your friends, there's a bundle to suit your style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking an East Canaan travel package?
Our prices are always low. However, you'll grab even better deals if you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and loads of choice.
Can I choose my airline with an East Canaan Expedia travel package?
Yes — that's the beauty of an Expedia package. You get to decide. We have access to more than 550 airline partners all over the world, so you have loads of choice when creating your East Canaan getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.