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Our top choices for North Canaan hotels

1. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,065 reviews)
"Very nice place beautiful view"
United States
Brian
$132 nightly
The price is $147
Dec 2 - Dec 3
Total with taxes and fees
Berkshires Untold

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,255 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
$115 nightly
The price is $128
Dec 3 - Dec 4
Total with taxes and fees
Berkshire Mountain Lodge

3. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice place to stay"
United States
Michael
$128 nightly
The price is $143
Nov 5 - Nov 6
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

4. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,005 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
$195 nightly
The price is $218
Nov 8 - Nov 9
Total with taxes and fees
The Red Lion Inn

5. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (454 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
$105 nightly
The price is $121
Nov 5 - Nov 6
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

6. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (251 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
$174 nightly
The price is $200
Nov 8 - Nov 9
Total with taxes and fees
Blackberry River Inn

7. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"The location was good for our trip."
United States
Basil
$105 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
The Yankee Inn

8. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (323 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
$266 nightly
The price is $306
Dec 5 - Dec 6
Total with taxes and fees
Interlaken Inn & Resort

9. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (67 reviews)
"Very nice and charming place to stay. We had a wonderful experience and our kids felt very welcomed and happy."
United States
Angela
$873 nightly
The price is $1,004
Nov 5 - Nov 6
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection

10. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
$109 nightly
The price is $122
Nov 15 - Nov 16
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

11. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
$298 nightly
The price is $343
Nov 23 - Nov 24
Total with taxes and fees
The White Hart

12. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (143 reviews)
"Beautiful location with a fantastic chef and meal options. Lee the bartender was great, too!"
United States
Terri
Gedney Farm

13. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (155 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
$169 nightly
The price is $189
Nov 5 - Nov 6
Total with taxes and fees
Little Cat Lodge

14. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
$319 nightly
The price is $350
Nov 5 - Nov 6
Total with taxes and fees
The Old Inn On The Green

15. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (255 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
$103 nightly
The price is $115
Dec 2 - Dec 3
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

16. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
$182 nightly
The price is $203
Nov 10 - Nov 11
Total with taxes and fees
Wilder House Berkshires

17. Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (141 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
Manor House Inn

18. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$76 nightly
The price is $85
Nov 25 - Nov 26
Total with taxes and fees
Quality Inn Great Barrington

19. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
$178 nightly
The price is $198
Nov 8 - Nov 9
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

20. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (51 reviews)
"Great experience!"
United States
Sunny
$295 nightly
The price is $330
Nov 30 - Dec 1
Total with taxes and fees
Prospect Berkshires
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Stay near popular attractions in and around North Canaan

Discover the charm of North Canaan, where breathtaking outdoor adventures meet serene romantic getaways. With stunning scenery, nature reserves, and fascinating museums, this destination is perfect for travelers seeking unforgettable experiences in the great outdoors. Embrace the beauty and excitement that await you here!

Top North Canaan Hotel Reviews

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Hotels in North Canaan with star-rating

Frequently asked questions

What is the best area to stay in North Canaan?
The best area to stay in North Canaan is the town center, particularly around Main Street (Route 7), as it offers the most convenience and access to local amenities.

The town center of North Canaan is a small, walkable area where you'll find most of the local businesses and services. Main Street, also known as Route 7, runs directly through this area, making it easy to navigate. Visitors will find local eateries, shops, and essential services within a short distance.

For solo travelers or couples looking for a relaxed New England experience, staying in the town center is ideal. It provides easy access to local dining options and is a convenient base for exploring nearby natural attractions like Dean Ravine or taking scenic drives through the Litchfield Hills.
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 early fall, particularly from May to October, for pleasant weather and a full range of outdoor activities.

During these months, the weather is generally mild and comfortable, making it ideal for exploring the natural beauty of the Litchfield Hills. Summer, from June to August, offers warm days great for hiking, swimming in local lakes, and enjoying farmers' markets. Early fall, particularly September and October, is especially popular with couples and solo travelers for its stunning foliage, offering picturesque drives and opportunities for photography.

For those interested in winter sports, late December through March provides opportunities for skiing and other snow-related activities at nearby resorts.
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 canceled 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 much is the nightly rate at a North Canaan hotel?
Prices for hotels in North Canaan often vary, but you can find a great deal from $74 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 the cheapest rate.

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