Canaan Vacations

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:

Your Canaan Vacation

Prepare to experience Canaan on your terms with a custom Canaan vacation package! Uncovering the treasures of this interesting city is easy with a base in a neighborhood such as Winchester, which is good for nature, among many other things. You'll want to take in the sights during your trip to Canaan. Swing by major attractions such as Campbell Falls State Park, Haystack Mountain State Park and Land of Nod Vineyard and Winery. That dream Canaan vacation is just clicks away. Explore hotels, airfares and more on Expedia for a trip that's tailored just for you.

Canaan Essential Information

Language
English
Currency
U.S dollars
Population
1,200
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Mount Frissell, Campbell Falls State Park and Haystack Mountain State Park

Canaan Hotel Deals

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 $153 per night from Jun 17 to Jun 18
$153
$194 total
includes taxes & fees
Jun 17 - Jun 18
8.8/10 Excellent! (890 reviews)
"Always a great HISTORIC INN"

Reviewed on Jun 2, 2024

The Red Lion Inn
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is $118 per night from Jun 24 to Jun 25
$118
$132 total
includes taxes & fees
Jun 24 - Jun 25
8/10 Very Good! (911 reviews)
Birthday Trip
"Our stay was excellent. I greatly appreciated the refrigerator and microwave in the room. The proximity to everything in Lee was marvelous."

Reviewed on Jun 3, 2024

Quality Inn
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 $104 per night from Jun 17 to Jun 18
$104
$116 total
includes taxes & fees
Jun 17 - Jun 18
8/10 Very Good! (1,009 reviews)
"Really clean and great staff"

Reviewed on Jun 1, 2024

Quality Inn
See all 928 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Canaan vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Canaan from just . And the more you bundle, the more money you save. Your dream vacation 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 vacation 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 vacation 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 vacation?
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 vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation 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 vacation package?
Don’t worry if you’re rethinking your Canaan vacation 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.

Other vacations you might like

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