Book Hotels in North Canaan, CT

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Top North Canaan hotels

Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W Norfolk CT
$164 nightly
The price is $189 total per night from Jan 5 to Jan 6
$189 total
Jan 5 - Jan 6, 2026
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 ...
A lovely place to stay; clean, charming, and convenient, it was a welcome place to come back to after a day out. The breakfast was superb, and the care which we received throughout our visit was much appreciated.

Reviewed on Dec 15, 2025

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

2.5 out of 5
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Jan 11 to Jan 12
$151 total
Jan 11 - Jan 12, 2026
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 ...
Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again.

Reviewed on Dec 25, 2025

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
$145 nightly
The price is $162 total per night from Jan 4 to Jan 5
$162 total
Jan 4 - Jan 5, 2026
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 ...
very good stay my only recommendation would be to have more coffee supplies as their is only enough for one pot of coffee and we were staying two days other than that very peaceful and comfortable.

Reviewed on Dec 22, 2025

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
$274 nightly
The price is $315 total per night from Jan 20 to Jan 21
$315 total
Jan 20 - Jan 21, 2026
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 ...
A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state.

Reviewed on Dec 14, 2025

Opens in a new windowThe Litchfield Inn
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 Dec 27 to Dec 28
$121 total
Dec 27 - Dec 28
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.
We did not eat breakfast. We had to leave early, 8am. We were told breakfast will be ready between 8 and 9 am

Reviewed on Nov 17, 2025

Opens in a new windowLocust Tree Bed and Breakfast LLC
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
$107 nightly
The price is $120 total per night from Jan 4 to Jan 5
$120 total
Jan 4 - Jan 5, 2026
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 ...
Clean, everyone there was so sweet! Great breakfast

Reviewed on Dec 20, 2025

Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
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
$174 nightly
The price is $195 total per night from Jan 26 to Jan 27
$195 total
Jan 26 - Jan 27, 2026
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 ...
Yes

Reviewed on Dec 19, 2025

Opens in a new windowThe Red Lion Inn
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Jan 8 to Jan 9
$85 total
Jan 8 - Jan 9, 2026
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. ...
My go to place for my ski weekends

Reviewed on Dec 20, 2025

Opens in a new windowQuality Inn
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
$95 nightly
The price is $109 total per night from Dec 31 to Jan 1
$109 total
Dec 31 - Jan 1, 2026
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 ...
Room very clean. Great temperature, comfortable bed.

Reviewed on Dec 22, 2025

Opens in a new windowDays Inn by Wyndham Torrington
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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 $85. 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 944 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.

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