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Top 10 North Canaan hotels and places to stay

Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (152)
"The Lakehouse Inn is really cute, right on a lake with wonderful waterfront spaces. The bathroom situation is more European--toilet and shower in the bathroom, sink outside. There was no tub, not a problem for me but good to be aware of. The morning breakfast was delicious! I was greeted with a white wine sangria. It's conveniently located for roaming around Stockbridge, Great Barrington, etc. Close to the Norman Rockwell museum, Hancock Shaker Village, Edith Wharton estate. Would absolutely...
The price is CA $184
CA $215 total
includes taxes & fees
May 23 - May 24
Lakehouse Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is CA $293
CA $327 total
includes taxes & fees
May 28 - May 29
Chambery Inn
Library
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (26)
"Cozy, comfortable, feels like you are staying at someone’s home that you love, but, lol with privacy! Breakfast is fabulous and eggs are made to order!"
The price is CA $247
CA $284 total
includes taxes & fees
May 21 - May 22
Blackberry River Inn
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Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (383)
"Perfect little country inn tucked in the Berkshires, convenient to the highway but off the beaten path on a quiet rural road. Our first floor suite was spacious, inviting, comfortable, and clearly designed with care. Would definitely return next time we’re in the area. "
The price is CA $197
CA $217 total
includes taxes & fees
May 19 - May 20
Shaker Mill Inn
Junior Suite
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (96)
"Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. "
The price is CA $442
CA $494 total
includes taxes & fees
May 30 - May 31
The Barrington
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (648)
"Staff was very friendly. Facilities were clean and comfortable. Breakfast was quite good. Convenient location. We had a terrific stay!"
The price is CA $207
CA $231 total
includes taxes & fees
May 29 - May 30
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (134)
"This is a charming and very pleasant place to stay."
The price is CA $193
CA $216 total
includes taxes & fees
May 23 - May 24
Brook Farm Inn
Exterior
Race Brook Lodge
2.0 star property
9.4 out of 10, Exceptional, (8)
"It was quiet setting by the rooms are run down "
The price is CA $181
CA $203 total
includes taxes & fees
Jun 4 - Jun 5
Race Brook Lodge
Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Lovely property and very polite and accommodating staff. The room was very clean and comfortable. My only respectful suggestion is that a microwave be included in the rooms."
The price is CA $138
CA $154 total
includes taxes & fees
May 23 - May 24
The Black Swan Lee - Lenox, Ascend Hotel Collection
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (467)
"Clean, friendly staff, plenty of indoor/outdoor activities."
The price is CA $189
CA $225 total
includes taxes & fees
May 30 - May 31
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (593)
"Very convenient and affordable price!!"
The price is CA $90
CA $101 total
includes taxes & fees
May 30 - May 31
Monument Mountain Motel
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (321)
"Great B&B … everything is easy, clean, friendly owners, great breakfast! "
The price is CA $143
CA $164 total
includes taxes & fees
May 25 - May 26
Locust Tree Bed and Breakfast LLC
Seasonal outdoor pool
Little Cat Lodge
2.0 star property
9.0 out of 10, Wonderful, (8)
"Booked a weekend stay at Little Cat Lodge for a girlfriends trip. The lodge was very cute and had just about everything we needed. Complimentary breakfast was also much appreciated. 3 women shared a 2-bed bedroom and it was great for size- we loved our little balcony. Would definitely recommend this spot! "
The price is CA $299
CA $323 total
includes taxes & fees
May 28 - May 29
Little Cat Lodge
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (882)
"Stay was great"
The price is CA $170
CA $221 total
includes taxes & fees
May 28 - May 29
The Red Lion Inn
Standard Room
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (498)
"Really enjoyed the seating outside and pool side was very relaxing. The staff was very helpful and informative. Great experience!!!"
The price is CA $191
CA $213 total
includes taxes & fees
Jun 4 - Jun 5
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (385)
"We loved this place. It's dog friendly, the place is clean and quiet. The proprietor is awesome. It's super friendly. We spent a total of 9 days here, and I'd definitely come back again. Thanks for a great stay"
The price is CA $140
CA $157 total
includes taxes & fees
May 19 - May 20
The Briarcliff Motel
Porch
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"It was a great place to stay for the night. "
The price is CA $166
CA $195 total
includes taxes & fees
May 30 - May 31
The Cornell Inn, Lenox
Property grounds
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
Front of property
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (202)
"Nicely located to Lenox. Friendly greeting and very pleasant overreview of property. I was Upgraded to King room with no charge as hotel wasn't full. Large spacious period decor, with large soaking tub in generous barhriom. Sound travels through hallways, guest rooms and rooms above, as bedroom has areas rugs on hard wood floors. If you are a light sleeper, ask for top floor. "
The price is CA $133
CA $148 total
includes taxes & fees
Jun 3 - Jun 4
The Lenox Collection
Seasonal outdoor pool
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, (212)
"Absolutely gorgeous room. Wonderful staff, I felt like royalty. "
The price is CA $168
CA $211 total
includes taxes & fees
May 30 - May 31
Apple Tree Inn
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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.

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Hotels near Popular North Canaan Attractions

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.

Recent Reviews in North Canaan
Expedia verified reviews