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Top 10 North Canaan hotels and places to stay

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1003)
"We liked that an Indian Cuisine was available on property. "
The price is CA $174
CA $194 total
includes taxes & fees
Jun 24 - Jun 25
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (897)
"The Red Lion Inn has been a mainstay for travelers since the 18th C. Staying there was an important experience for my visit to the Berkshires. The use of corridors to display art, as well as cabinets of collections by one of the previous owners as well as new installations was delightful."
The price is CA $246
CA $305 total
includes taxes & fees
Jun 18 - Jun 19
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (482)
"We love the proximity to Lee. Had a great dinner at the Salmon Run. Highly recommended!"
The price is CA $205
CA $242 total
includes taxes & fees
Jun 18 - Jun 19
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (162)
"Excellent place to stay. Convenient, clean, beautiful views, wonderful breakfast and snacks. Highly recommend!"
The price is CA $206
CA $242 total
includes taxes & fees
Jun 19 - Jun 20
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (652)
"It was off the road and as a result, very quiet. Great Barrington is not that big a town to begin with, but seemed like we were all completely removed from activity. "
The price is CA $258
CA $288 total
includes taxes & fees
Jun 19 - Jun 20
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1002)
"Wonderful property, great staff and delicious made to order breakfast "
The price is CA $173
CA $203 total
includes taxes & fees
Jun 18 - Jun 19
The Cornell Inn, Lenox
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (607)
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"
The price is CA $117
CA $131 total
includes taxes & fees
Jun 19 - Jun 20
Monument Mountain Motel
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, (217)
"Love this place! We come back every year! "
The price is CA $221
CA $246 total
includes taxes & fees
Jun 18 - Jun 19
Apple Tree Inn
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1001)
"I was traveling solo. I had a room on the second floor. I felt safe and the location was great to walk into town for dinner. The staff was super friendly! It is an older motel but very clean and the rooms have been updated. "
The price is CA $150
CA $167 total
includes taxes & fees
Jun 18 - Jun 19
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (504)
"Very nice place! Great pool and hot tub. A shower at the pool area would’ve been a nice addition to rinse off chlorine. Overall a great value for the money spent. "
The price is CA $181
CA $202 total
includes taxes & fees
Jun 19 - Jun 20
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is CA $443
CA $495 total
includes taxes & fees
Jun 18 - Jun 19
Chambery Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (32)
"Great and excellent. Breakfast is perfect. "
The price is CA $249
CA $287 total
includes taxes & fees
Jun 18 - Jun 19
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (464)
"The operator of this hotel was amazing. Friendly, helpful, and goes above and beyond! "
The price is CA $109
CA $121 total
includes taxes & fees
Jun 18 - Jun 19
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (387)
"The motel is surrounded by trees, very nice and quiet. The breakfast at the classic Red Lion Inn was so delicious."
The price is CA $172
CA $192 total
includes taxes & fees
Jun 18 - Jun 19
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (110)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Wonderful place to stay in western Massachusetts."
The price is CA $310
CA $341 total
includes taxes & fees
Jul 1 - Jul 2
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (514)
"Stairs to second floor did not feel safe"
The price is CA $96
CA $107 total
includes taxes & fees
Jun 23 - Jun 24
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (326)
"This spot is very cozy and we really enjoyed our brief stay here. The owners are very friendly and make a delicious, home style breakfast complete with eggs from their chickens. It’s on a main road but we couldn’t hear the traffic and we slept well. The rooms aren’t over the top in size or luxury, but it was comfortable and the shared bathroom wasn’t an issue at all as it was right across the hall and we never had to wait for other patrons in order to use it. Would return and recommend!"
The price is CA $144
CA $166 total
includes taxes & fees
Jun 18 - Jun 19
Locust Tree Bed and Breakfast LLC
The Lenox Collection
3.5 star property
8.8 out of 10, Excellent, (219)
"Friendly staff. Large attractive room with comfortable bed. Great continental breakfast Can walk to town. "
The price is CA $167
CA $186 total
includes taxes & fees
Jun 18 - Jun 19
The Lenox Collection
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Frequently asked questions

Where is the best place for a stay in North Canaan?

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

What's the top vacation rental in North Canaan?

Peace and quiet on the lake: This vacation home rental near North Canaan is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection 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, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in North Canaan.

Where can I learn more about changing or cancelling my trip to North Canaan?

For more information about picking new dates or cancelling your trip to North Canaan, head over to our customer service page.

What's the best accommodation for a couple visiting North Canaan?

Locust Tree Bed and Breakfast is a favorite 3-star B&B for couples, and features pillowtop beds and cable TV. See all romantic hotels in North Canaan.

What is the favorite LGBTQ-friendly hotel 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's the best pet-friendly place to stay in North Canaan?

Blackberry River Inn is a top dog-friendly B&B, and offers an outdoor pool and a library for its human guests.

What are some hotels with pools in North Canaan?

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

What is staying in North Canaan like?

Visitors to North Canaan are sure to find plenty to explore and enjoy. In North Canaan, there are 10 hotels and other accommodations to choose from. Find out more about North Canaan.

What should I do while I'm visiting North Canaan?

Favorite places to visit include Housatonic River, Land of Nod Vineyard and Winery, and Campbell Falls State Park. You'll also find Magnolia Bluffs Casino and Mount Riga State Park in the area. Check out what more to see and do in Expedia's North Canaan guide.

What's the weather like in North Canaan?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

North Canaan Hotel Reviews
Expedia verified reviews