Book Hotels in North Canaan, CT

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top North Canaan hotels

Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W Norfolk CT
$158 nightly
The price is $182 total per night from Mar 30 to Mar 31
$182 total
Mar 30 - Mar 31
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like cooked-to-order ...
Best host (Lucas) makes all the difference! Great views and delicious breakfasts.

Reviewed on Mar 23, 2026

Opens in a new windowBlackberry River Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 out of 5
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $161 total per night from Apr 12 to Apr 13
$161 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Front desk staff rocked. One younger girl even helped to shovel out our car for us!

Reviewed on Mar 9, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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
$130 nightly
The price is $145 total per night from Mar 29 to Mar 30
$145 total
Mar 29 - Mar 30
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Great place to enjoy with the whole family!!!

Reviewed on Mar 23, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
Fully refundableReserve now, pay when you stay
$280 nightly
The price is $322 total per night from Apr 6 to Apr 7
$322 total
Apr 6 - Apr 7
Total with taxes and fees
A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Not a 4star property. It is all rather tired. We expected our room to be made up each day - didn’t happen. Breakfast comprised of stale pastries, sausage patties and potatoes that were barely warm and had been standing for too long. The coffee was undrinkable it was all counter service and clear ...

Reviewed on Mar 22, 2026

Opens in a new windowThe Litchfield Inn
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
$189 nightly
The price is $211 total per night from Apr 7 to Apr 8
$211 total
Apr 7 - Apr 8
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
great customer service

Reviewed on Feb 18, 2026

Opens in a new windowThe Red Lion Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Fully refundable
$111 nightly
The price is $124 total per night from Apr 6 to Apr 7
$124 total
Apr 6 - Apr 7
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
The Property is dated

Reviewed on Mar 25, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Apr 9 to Apr 10
$75 total
Apr 9 - Apr 10
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
Clean room, recently renovated

Reviewed on Mar 10, 2026

Opens in a new windowQuality Inn Great Barrington
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from Mar 29 to Mar 30
$97 total
Mar 29 - Mar 30
Total with taxes and fees
A gym is featured at this motel, along with free self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A safe deposit ...
Parking lot filthy dirty, alcohol bottles, trash all over. Upon arrival I see 2 guys climbing out window from their room. Back door is never locked, area around it also filthy including hallway inside. NOT at all pet friendly, no where to walk dog All night long people yelling, fighting, etc front ...

Reviewed on Mar 16, 2026

Opens in a new windowDays Inn by Wyndham Torrington
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
$105 nightly
The price is $121 total per night from Mar 29 to Mar 30
$121 total
Mar 29 - Mar 30
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning.
Opens in a new windowLocust Tree Bed and Breakfast LLC
Don't see what you're looking for?
See all available properties in North Canaan
View all properties
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

What are the top kid-friendly hotels in North Canaan?
From carefully considered amenities to more room to move, kid-friendly hotels come with features that can help transform a regular family vacation into an extraordinary one. These North Canaan properties make getting away with little ones a snap: Locust Tree Bed and Breakfast LLC will help make your adventure the best one yet. It features a variety of nice touches, such as a picnic area and a pillowtop mattress. Also consider Fickle Fox Farm. It comes with a king bed, a travel crib and lots of opportunities to hang out as a family.
Where can I find cheap hotels in North Canaan?
At Travelocity you'll find really nice hotels in North Canaan at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near North Canaan rather than in North Canaan. We may find you even better rates, too.
How do I find the best North Canaan hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in North Canaan then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in North Canaan?
The cheapest hotel in North Canaan is $75. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in North Canaan?
There are 968 hotels in North Canaan on Travelocity.
What are the best hotels in North Canaan?
North Canaan has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in North Canaan for you!
When is the best time to visit North Canaan?
If you want the joy of a fun-filled trip in peak season, visit North Canaan during April, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, March and December.
When is the cheapest time to stay in North Canaan?
Based on historic data is usually the cheapest month to visit North Canaan. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in North Canaan?
There are multiple hotels in North Canaan that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to North Canaan. We have plenty of kid-friendly hotels in North Canaan to choose from on Travelocity!
Why book a hotel in North Canaan through Travelocity?
Because we have the top hotels in North Canaan! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in North Canaan on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent North Canaan hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

3 out of 5
Posted 2 days ago
Travelocity Verified Review
"The Property is dated "
A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Explore More Ways to Travel with Travelocity