Book Hotels in North Canaan, CT

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Top North Canaan hotels

Little Cat Lodge

Little Cat Lodge

2 out of 5
37 Catamount Rd Copake Falls NY
$199 nightly
The price is $223 total per night from Aug 31 to Sep 1
$223 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like continental breakfast and free self parking. ...
"Beautifully decorated and comfortable with great continental breastfast and stunning mountain views."

Reviewed on Aug 29, 2026

Opens in a new windowLittle Cat Lodge
Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W Norfolk CT
$171 nightly
The price is $197 total per night from Sep 28 to Sep 29
$197 total
Sep 28 - Sep 29
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 ...
"The Inn is lovely and charming - and the breakfast was especially great."

Reviewed on Aug 24, 2026

Opens in a new windowBlackberry River Inn
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$135 nightly
The price is $150 total per night from Sep 7 to Sep 8
$150 total
Sep 7 - Sep 8
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 ...
"Amazing time. Stayed in the Presidential units. Worth it."

Reviewed on Aug 29, 2026

Opens in a new windowHoliday Inn Club Vacations Oak 'n Spruce Resort
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 Aug 31 to Sep 1
$121 total
Aug 31 - Sep 1
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.
"Pretty old building in a nice neighborhood but bathrooms/toilet are shared and very dirty."

Reviewed on Aug 21, 2026

Opens in a new windowLocust 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
$191 nightly
The price is $214 total per night from Sep 29 to Sep 30
$214 total
Sep 29 - Sep 30
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
"We were in the Steven’s house. For what we paid a night I was disappointed. The wall paper in the bathroom was lottery peeling off the walls. The whole room was rather shabby. The building exterior and grounds were in terrible shape. I took pictures just I case I could post them. I will say the meal ..."

Reviewed on Aug 28, 2026

Opens in a new windowThe Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
$93 nightly
The price is $103 total per night from Sep 20 to Sep 21
$103 total
Sep 20 - Sep 21
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. ...
"Location"

Reviewed on Aug 29, 2026

Opens in a new windowQuality Inn Great Barrington
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $140 total per night from Sep 1 to Sep 2
$140 total
Sep 1 - Sep 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.
"Clean and comfortable room for reasonable price. Central area/lobby is nice place to sit and read, relax, and/or eat breakfast (coffee provided). Also red Adirondack chairs up on hill behind rooms and small tables/chairs in front of some rooms. Can use the outdoor pool and whirl pool a few miles ..."

Reviewed on Aug 27, 2026

Opens in a new windowThe Little Lion
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
170 Housatonic Street Lee MA
Fully refundable
$110 nightly
The price is $122 total per night from Sep 20 to Sep 21
$122 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. ...
"Ok hotel"

Reviewed on Aug 29, 2026

Opens in a new windowQuality Inn Lee - Lenox South
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
$115 nightly
The price is $128 total per night from Sep 7 to Sep 8
$128 total
Sep 7 - Sep 8
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 ...
Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
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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 $103. 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 970 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

Little Cat Lodge

Little Cat Lodge

5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Beautifully decorated and comfortable with great continental breastfast and stunning mountain views."
A verified traveler stayed at Little Cat Lodge
Little Cat Lodge

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