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Top hotels and accommodation in North Canaan

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 NZ$259
per night
28 May - 29 May
Lakehouse Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is NZ$436
per night
28 May - 29 May
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 NZ$341
per night
20 May - 21 May
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 NZ$245
per night
29 May - 30 May
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 NZ$593
per night
19 May - 20 May
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 NZ$277
per night
28 May - 29 May
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 NZ$259
per night
23 May - 24 May
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 NZ$238
per night
16 Jun - 17 Jun
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 NZ$185
per night
23 May - 24 May
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)
"We liked that the property was almost totally self contained. i.e. indoor & outdoor activities, bar, snacks, etc."
The price is NZ$254
per night
20 May - 21 May
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 NZ$121
per night
19 May - 20 May
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 NZ$197
per night
20 May - 21 May
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 NZ$388
per night
21 May - 22 May
Little Cat Lodge
Outdoor pool, pool loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (882)
"Stay was great"
The price is NZ$290
per night
28 May - 29 May
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)
"Friendly staff and smooth check in. Perfect for our short stay. "
The price is NZ$249
per night
30 May - 31 May
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 NZ$201
per night
19 May - 20 May
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 NZ$234
per night
20 May - 21 May
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)
"Everyone was very nice. We only wished the breakfast started at 7:30. "
The price is NZ$178
per night
3 Jun - 4 Jun
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 NZ$253
per night
28 May - 29 May
Apple Tree Inn
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See all available properties in North Canaan
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.

More cheap accommodation in North Canaan

Stay near top North Canaan attractions

North Canaan hotels information

Number of reviews
4,540
Accommodation
860 hotels
Lowest Price
NZ$103
Highest Price
NZ$436

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 hotel for a couple visiting North Canaan?

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

Recent Reviews in North Canaan
Expedia verified reviews