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Find hotels in North Canaan, CT from CA $93

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Our top choices for North Canaan hotels

1. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (453 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is CA $147
CA $169 total
includes taxes & fees
Nov 3 - Nov 4
Locust Tree Bed and Breakfast LLC

2. 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
The price is CA $244
CA $281 total
includes taxes & fees
Nov 15 - Nov 16
Blackberry River Inn

3. 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
The price is CA $342
CA $393 total
includes taxes & fees
Dec 2 - Dec 3
Interlaken Inn & Resort

4. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,060 reviews)
"A very good place to stay"
United States
Madhavi R
The price is CA $170
CA $190 total
includes taxes & fees
Nov 29 - Nov 30
Berkshires Untold

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,252 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is CA $116
CA $160 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Mountain Lodge

6. 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, (1,001 reviews)
"Nice place to stay"
United States
Michael
The price is CA $163
CA $210 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

7. 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
The price is CA $417
CA $479 total
includes taxes & fees
Nov 23 - Nov 24
The White Hart

8. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (66 reviews)
"Very nice and charming place to stay. We had a wonderful experience and our kids felt very welcomed and happy."
United States
Angela
The price is CA $1,007
CA $1,239 total
includes taxes & fees
Nov 4 - Nov 5
Mayflower Inn & Spa, Auberge Collection

9. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is CA $220
CA $315 total
includes taxes & fees
Nov 8 - Nov 9
The Red Lion Inn

10. 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

11. 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

12. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (51 reviews)
"Great experience!"
United States
Sunny
The price is CA $333
CA $419 total
includes taxes & fees
Nov 30 - Dec 1
Prospect Berkshires

13. 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
The price is CA $405
CA $489 total
includes taxes & fees
Nov 3 - Nov 4
The Old Inn On The Green

14. 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
The price is CA $242
CA $271 total
includes taxes & fees
Nov 3 - Nov 4
Wilder House Berkshires

15. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $139
CA $155 total
includes taxes & fees
Dec 2 - Dec 3
The Yankee Inn

16. 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, (1,004 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
The price is CA $152
CA $170 total
includes taxes & fees
Dec 2 - Dec 3
The Black Swan Lee - Lenox, an Ascend Collection Hotel

17. The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,001 reviews)
"Wonderful stay! Beautiful property and pool, breakfast was delicious."
United States
Jacqueline
The price is CA $387
CA $445 total
includes taxes & fees
Nov 9 - Nov 10
The Litchfield Inn

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $224
CA $251 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

19. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,001 reviews)
"enjoyed our stay"
United States
Mark
The price is CA $151
CA $169 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG

20. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is CA $116
CA $129 total
includes taxes & fees
Nov 9 - Nov 10
The Little Lion
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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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 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 CA $93 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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