North Canaan Hotel & Accommodation Deals 2026 from AU$95 - Compare prices by date

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Our top choices for North Canaan hotels

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

1. Blackberry River Inn

Norfolk

Melanie

includes taxes & fees

8 Nov - 9 Nov

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

2. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

includes taxes & fees

2 Nov - 3 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

3. Quality Inn Great Barrington

Downtown Great Barrington

Lynne

includes taxes & fees

2 Dec - 3 Dec

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

4. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Cynthia

includes taxes & fees

30 Nov - 1 Dec

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

5. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Md

includes taxes & fees

5 Nov - 6 Nov

6. Wilder House Berkshires

Sheffield

Liliana

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a large bed, a chair, and a window with curtains.

7. The White Hart

Salisbury

William

includes taxes & fees

23 Nov - 24 Nov

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

8. Monument Mountain Motel

Great Barrington

Andrea

includes taxes & fees

2 Nov - 3 Nov

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

9. East Rock Inn

Great Barrington

Sharon

includes taxes & fees

17 Nov - 18 Nov

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

10. the Alander

Copake

Luis

includes taxes & fees

20 Nov - 21 Nov

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

11. Little Cat Lodge

Copake Falls

Stacy

includes taxes & fees

2 Dec - 3 Dec

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

12. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Sherry

includes taxes & fees

2 Nov - 3 Nov

A wooden deck with a swing chair and a bench overlooking a lake.

13. Interlaken Inn & Resort

Lakeville

mary

includes taxes & fees

2 Dec - 3 Dec

A large house with a balcony and a grassy yard.

14. The Little Lion

Great Barrington

David

includes taxes & fees

9 Nov - 10 Nov

A dining area with round tables set for two, a fireplace, and a mural on the wall.

15. The Old Inn On The Green

Great Barrington

mary ellen

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio with a fire pit, seating, and umbrellas.

16. The Millerton Inn

Millerton

Chelsy

includes taxes & fees

2 Nov - 3 Nov

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

17. Prospect Berkshires

Egremont

Sunny

includes taxes & fees

30 Nov - 1 Dec

A bedroom with two beds, a desk, a chair, a window with curtains, and a door with a glass panel.

18. Hitching Post Country Motel

Cornwall Bridge

Michael

includes taxes & fees

2 Nov - 3 Nov

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

19. The Brooks Motel

Hillsdale

Nelson

includes taxes & fees

2 Nov - 3 Nov

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

20. The Red Lion Inn

Stockbridge

Mallory

includes taxes & fees

8 Nov - 9 Nov

View all properties

Hotels recommended for families in North Canaan

Blackberry River Inn

Norfolk

includes taxes & fees

8 Nov - 9 Nov

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Stay near popular North Canaan attractions

North Canaan Town Hall

North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?

See properties

Top North Canaan Hotel Reviews

Recent Reviews in North Canaan

Prospect Berkshires

10/10 Excellent

"Great experience!"

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Room was clean, huge and very comfortable. Day Staff was a bit stiff and unwelcoming. Very expansive breakfast area and cozy table setups. Parking wasn’t convenient - a bit of a walk, but easy if you unload and load at the door and then park."

The Litchfield Inn

10/10 Excellent

"This inn was the best place my husband and I have stayed so far on our two week trip to New England. Our room was like a wine cellar which gorgeous. They had an outdoor fire pit for you to sit or you could do s’mores. They provided sodas, water, drinks and snacks. They had various games set up throughout the inn. Breakfast was amazing! The ambience of the whole place was beautiful. Loved everything about this inn."

the Alander

8/10 Good

"Great night at the Alander! Room was comfy! We loved the property and the fire pit! They had stacked the fire wood to start a campfire! We sat around it and enjoyed thoroughly! The hotel was a bit noisy - ! Loved the thought ful snacks and breakfast setup which was left for us to enjoy! We would definitely return!"

More cheap accommodation in North Canaan

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA

AU$95

2 Nov - 3 Nov

includes taxes & fees

Frequently asked questions

What is the best area to stay in North Canaan?

The best area to stay in North Canaan is the town centre, particularly around Main Street (Route 7) and Railroad Street.

This central area offers the most convenience and access to local amenities. Main Street is where you'll find most of the town's shops, eateries, and services. It's a straightforward layout, making it easy to navigate on foot. You'll also be close to the historic Canaan Union Depot, a popular landmark.

For couples looking for a relaxed getaway, staying near the town centre provides easy access to local dining and a pleasant stroll through a classic New England setting. You can enjoy the charm of the area without needing to drive everywhere.

Travellers interested in exploring the surrounding Litchfield Hills region will find the town centre a practical base.

When is the best time to go to North Canaan?

The best time to go to North Canaan is during the late spring, summer, and autumn months, from May through to October, when the weather is most pleasant for outdoor activities and the region's natural beauty is at its peak.

For those who appreciate comfortable temperatures and lush green landscapes, June, July, and August offer warm days superb for exploring the local hiking trails, enjoying the lakes, or simply relaxing outdoors. This period is also ideal for visiting nearby farms and enjoying fresh produce.

Autumn, particularly September and October, is a spectacular time to visit due to the vibrant fall foliage. The rolling hills surrounding North Canaan transform into a canvas of reds, oranges, and yellows, making it a prime destination for scenic drives and photography.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in North Canaan.

How can I save on a hotel booking in North Canaan with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on North Canaan hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in North Canaan?

Prices for hotels in North Canaan often vary, but you can find a great deal from AU$95 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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Our top choices for North Canaan hotels

1. Blackberry River Inn

2. Locust Tree Bed and Breakfast LLC

3. Quality Inn Great Barrington

4. Holiday Inn Express Hotel & Suites Great Barrington by IHG

5. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

6. Wilder House Berkshires

7. The White Hart

8. Monument Mountain Motel

9. East Rock Inn

10. the Alander

11. Little Cat Lodge

12. Travelodge by Wyndham Great Barrington Berkshires

13. Interlaken Inn & Resort

14. The Little Lion

15. The Old Inn On The Green

16. The Millerton Inn

17. Prospect Berkshires

18. Hitching Post Country Motel

19. The Brooks Motel

20. The Red Lion Inn

Hotels recommended for families in North Canaan

Blackberry River Inn

Stay near popular North Canaan attractions

North Canaan Town Hall

Top North Canaan Hotel Reviews

Recent Reviews in North Canaan

Prospect Berkshires

More cheap accommodation in North Canaan

Monument Mountain Motel

Frequently asked questions

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