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25 Sept - 26 Sept
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Top hotels and accommodation in North Canaan

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (136)
"Loved everything especially Lucas and Joe💟☮️"
The price is AU$287
includes taxes & fees
29 Sept - 30 Sept
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (404)
"Peaceful area and great staff; Thank you for the service and experience "
The price is AU$183
includes taxes & fees
28 Sept - 29 Sept
Locust Tree Bed and Breakfast LLC
The White Hart
John Harney Suite

The White Hart

4.0 star property
9.6 out of 10, Exceptional, (138)
"Restaurant was fabulous. Rooms were quaint and comfortable. Staff was excellent "
The price is AU$536
includes taxes & fees
28 Sept - 29 Sept
The White Hart
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 AU$569
includes taxes & fees
8 Oct - 9 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (735)
"The lodging was convenient to all the area attractions."
The price is AU$233
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (293)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (756)
"Good value for the price"
Monument Mountain Motel
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (130)
"Great property"
Gedney Farm
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (129)
"The inn has an excellent location and amenities."
Devonfield Inn B&B
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The price is AU$704
includes taxes & fees
28 Sept - 29 Sept
The Inn at Stockbridge
The Litchfield Inn
Lobby sitting area

The Litchfield Inn

4.0 star property
9.0 out of 10, Wonderful, (943)
"Lovely quiet New England inn. Friendly staff, comfortable room and excellent breakfast included."
The price is AU$522
includes taxes & fees
30 Sept - 1 Oct
The Litchfield Inn
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1007)
"great place have stayed several times, and hope to return."
The price is AU$339
includes taxes & fees
30 Sept - 1 Oct
The Red Lion 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, (89)
"Beautiful place to stay "
The price is AU$605
includes taxes & fees
28 Sept - 29 Sept
The Old Inn On The Green
Cornwall Inn and Lodge
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (144)
"Great scenic location for hiking, etc Property, rooms and hosts are wonderful."
The price is AU$348
includes taxes & fees
30 Sept - 1 Oct
Cornwall Inn and Lodge
The Little Lion
Pool

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (533)
"Comfy, quiet, and clean "
The price is AU$176
includes taxes & fees
28 Sept - 29 Sept
The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (664)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is AU$210
includes taxes & fees
30 Sept - 1 Oct
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
The price is AU$456
includes taxes & fees
13 Oct - 14 Oct
Granville House
Quality Inn
Lobby

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1001)
"Great location and close enough to walk to shops and restaurants. "
The price is AU$157
includes taxes & fees
8 Oct - 9 Oct
Quality Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1006)
"Very convenient off I 90 - nice breakfast area - friendly staff"
The price is AU$157
includes taxes & fees
26 Oct - 27 Oct
Quality Inn
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, (738)
"Thank you for nice hospity. Staff was very friendly and professional."
The price is AU$270
includes taxes & fees
29 Sept - 30 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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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Top North Canaan Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"I was on a motorcycle riding trip. The Monument Mountain Motel was great ... located in a great part of Massachusetts for riding ... and was very clean and a very nice place."
Thomas 2-night trip
Posted 2 days ago
Monument Mountain Motel

More cheap accommodation in North Canaan

More cheap accommodation in North Canaan

Quality Inn

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is AU$157 per night from 8 Oct to 9 Oct
AU$157
8 Oct - 9 Oct
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)

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?

Spacious 5-bedroom house in charming Lee with WiFi: This holiday home rental outside of North Canaan offers a fireplace, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a dishwasher and a microwave can make your holiday run smoothly. 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.

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Explore a world of travel with Expedia