Canaan Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Canaan

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 S$323 per night from 25 Nov to 26 Nov
S$323
includes taxes & fees
25 Nov - 26 Nov
8.8/10 Excellent! (1,001 reviews)
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. ..."

Reviewed on 20 Nov,2024

The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is S$213 per night from 25 Nov to 26 Nov
S$213
includes taxes & fees
25 Nov - 26 Nov
8.8/10 Excellent! (568 reviews)
Very good quality of towels.
"The unit was perfect in size, very good quality of towels. For the cribs, they provided new sheets and blanket that was important for us."

Reviewed on 19 Nov,2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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 S$107 per night from 22 Dec to 23 Dec
S$107
includes taxes & fees
22 Dec - 23 Dec
8/10 Very Good! (1,000 reviews)
"The young man who worked the Saturday evening shift until 11 ,was a true gentleman"

Reviewed on 18 Nov,2024

Quality Inn
See all 925 properties in 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 a Canaan holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Canaan from just . And the more you bundle, the more money you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Canaan?
Imagine all the amazing things you could do in Canaan with a wad of extra cash in your wallet. Watch your savings stack up when you combine your hotel and flights into a Canaan holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 hotels across the globe. Whether you’re taking a holiday with the entire family or going it alone, planning a trip to Canaan is better with a package.
Where should I stay in Canaan?
Canaan has a number of top places to discover, like Land of Nod Vineyard and Winery. Secure a room in a hotel close by and make sightseeing easier.
How far in advance should I book my Canaan holiday?
To bag cheap prices, book nice and early. Air carriers typically begin selling tickets, along with some of the lowest fares, around 12 months ahead of time. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you’ve decided on a last-minute getaway to Canaan, there are always plenty of great deals to be had on Expedia. Book something in today!
What does an Expedia Canaan travel package include?
Flights, car rentals and hotels — we bring you the best deals. All you’ll have to do is figure out your preferred combination. After you’ve made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to create an awesome Canaan getaway.
What should I know before booking a Canaan travel package?
So many places to wander around, so many things to see and do. With a package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and see how much you save.
Can I choose my airline with a Canaan Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Canaan holiday package?
Don’t worry if you’re rethinking your Canaan holiday package — you can cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally understand your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

* 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.