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
$158 nightly
The price is $182 total per night from Nov 13 to Nov 14
$182 total
Nov 13 - Nov 14
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 staff was very helpful and gave us a larger room when they realized there were three of us. Could not have been more friendly and helpful,

Reviewed on Nov 4, 2025

Opens in a new windowBlackberry River Inn
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
$147 nightly
The price is $164 total per night from Nov 12 to Nov 13
$164 total
Nov 12 - Nov 13
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 ...
Place was great!

Reviewed on Nov 5, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road, PO Box 664, East Canaan, CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $121 total per night from Nov 11 to Nov 12
$121 total
Nov 11 - Nov 12
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.
Everything was very good!!! Location was exceptional, parking was private and very secure for my classic car. Breakfast was great!!!

Reviewed on Nov 2, 2025

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
$183 nightly
The price is $205 total per night from Nov 12 to Nov 13
$205 total
Nov 12 - Nov 13
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 ...
I love the ambience - historic and comfortable and excellent food.

Reviewed on Nov 5, 2025

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
$102 nightly
The price is $114 total per night from Nov 16 to Nov 17
$114 total
Nov 16 - Nov 17
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 ...
Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again

Reviewed on Nov 6, 2025

Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $74 total per night from Nov 11 to Nov 12
$74 total
Nov 11 - Nov 12
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
Yes

Reviewed on Oct 31, 2025

Opens in a new windowMonument Mountain Motel
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
$84 nightly
The price is $94 total per night from Nov 23 to Nov 24
$94 total
Nov 23 - Nov 24
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. ...
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.

Reviewed on Nov 6, 2025

Opens in a new windowQuality Inn
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Dec 1 to Dec 2
$98 total
Dec 1 - Dec 2
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. ...
Clean spacious room. Friendly staff at check in. Breakfast room was small but not difficult to get a table. Good location with restaurants within walking distance.

Reviewed on Nov 9, 2025

Opens in a new windowQuality Inn
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd, Torrington, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Dec 1 to Dec 2
$108 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
Excellent parking.

Reviewed on Oct 20, 2025

Opens in a new windowAmericas Best Value Inn Torrington CT
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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 $74. 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 942 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

The Litchfield Inn

The Litchfield Inn

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Feel warm and comfy. But dont have restaurant in the house."
A verified traveler stayed at The Litchfield Inn
The Litchfield Inn

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