North Canaan Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept

Filter by

Guest rating
Guest rating
Property class

Top 10 trending North Canaan hotels

Our top choices for North Canaan hotels

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (127)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is €161
includes taxes & fees
2 Sept - 3 Sept
Blackberry River Inn
The Brooks Motel
Double Room

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (96)
"Basic, clean and good value for the money."
The Brooks Motel
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (402)
"No frills but it was a great stay!"
The price is €94
includes taxes & fees
2 Sept - 3 Sept
Sunset Inn
Hitching Post Country Motel
Front of property

Hitching Post Country Motel

2.5 star property
6.6 out of 10, (62)
"It was all I needed Hosts were very gracious. "
The price is €128
includes taxes & fees
25 Aug - 26 Aug
Hitching Post Country Motel
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (400)
"A positively delightful B&B in a beautiful town. "
The price is €103
includes taxes & fees
25 Aug - 26 Aug
Locust Tree Bed and Breakfast LLC
Argyll House by Boutique
Villa

Argyll House by Boutique

2.0 star property
The price is €2,168
includes taxes & fees
26 Aug - 27 Aug
Argyll House by Boutique
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is €119
includes taxes & fees
25 Aug - 26 Aug
Becket Motel
Tanglewood Suites
2 Bedrooms 1 Bath

Tanglewood Suites

2.5 star property
7.2 out of 10, Good, (19)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is €230
includes taxes & fees
31 Aug - 1 Sept
Tanglewood Suites
9 Academy
The Parlor Suite

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is €540
includes taxes & fees
7 Sept - 8 Sept
9 Academy
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (58)
"Great place"
Little Cat Lodge
Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is €165
includes taxes & fees
9 Sept - 10 Sept
Wilder House Berkshires
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is €319
includes taxes & fees
8 Sept - 9 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Interlaken Inn & Resort
Porch

Interlaken Inn & Resort

3.5 star property
8.2 out of 10, Very good, (259)
"The staff is courteous and accommodating especially the restaurant staff."
The price is €220
includes taxes & fees
25 Aug - 26 Aug
Interlaken Inn & Resort
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (731)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is €136
includes taxes & fees
10 Sept - 11 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (128)
"Great property"
Gedney Farm
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Very comfortable and a nice breakfast "
The price is €105
includes taxes & fees
8 Sept - 9 Sept
Quality Inn
The Litchfield Inn
Lobby sitting area

The Litchfield Inn

4.0 star property
9.0 out of 10, Wonderful, (932)
"Wonderful Inn"
The price is €275
includes taxes & fees
25 Aug - 26 Aug
The Litchfield Inn
The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful place to stay "
The price is €299
includes taxes & fees
25 Aug - 26 Aug
The Old Inn On The Green
East Rock Inn
Premium Apartment | Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (29)
"Quit eat and comfortable "
The price is €147
includes taxes & fees
7 Sept - 8 Sept
East Rock Inn
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Loved our visit"
The price is €228
includes taxes & fees
10 Sept - 11 Sept
The Red Lion Inn
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about North Canaan

Check out the local area in North Canaan—home to attractions like Campbell Falls State Park and Housatonic River.

See all hotels in North Canaan

Top North Canaan Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"Very clean, comfortable bed"
Anne 1-night trip
Posted 1 day ago
Quality Inn

Frequently asked questions

What's the best place for a stay in North Canaan?

Blackberry River Inn is a favourite property for Expedia customers. This B&B offers free breakfast and free parking. Locust Tree Bed and Breakfast LLC is another favourite option for your trip based on reviews. See all available top hotels, or vacation rentals in North Canaan.

What are some of the best holiday rentals that North Canaan has to offer?

Peace and quiet on the lake: This holiday home rental outside of North Canaan is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in North Canaan.

If I need to cancel my hotel reservation in North Canaan, will I receive a refund?

Yes, most room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in North Canaan.

What's the best LGBTQ-friendly accommodation in North Canaan?

Locust Tree Bed and Breakfast LLC is a top LGBTQ-friendly B&B, and features free breakfast and flat-screen TVs. See all available hotels listed as LGBTQ-friendly in North Canaan.

What are some hotels with pools in North Canaan?

Blackberry River Inn: Features cooked-to-order, a seasonal outdoor pool and free self parking. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and The Red Lion Inn are a couple of other choices that offer an on-site pool. View all hotels with pools in North Canaan.

What is staying in North Canaan like?

Visitors to North Canaan will definitely find plenty to explore and enjoy. In North Canaan, there are 10 hotels and other accommodation options to choose from. Find out more about North Canaan.

What are the top places to visit in North Canaan?

Favourite places to visit include Campbell Falls State Park, Housatonic River and North Canaan Town Hall. A couple of additional sights to add to your itinerary are Land of Nod Vineyard and Winery and Lawrence Field. Take a look at what more there is to see and do in Expedia's North Canaan guide.

What's the seasonal weather like in North Canaan?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in North Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.