Find hotels in North Canaan, CT from CA $104

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Our top choices for North Canaan hotels

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is CA $144
CA $165 total
includes taxes & fees
May 31 - Jun 1
Locust Tree Bed and Breakfast LLC

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (177 reviews)
"Great staff. "
United States
wesley
The price is CA $204
CA $235 total
includes taxes & fees
Jun 2 - Jun 3
Blackberry River Inn

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (296 reviews)
"Great staff and location!"
United States
Stacie
The price is CA $319
CA $367 total
includes taxes & fees
May 19 - May 20
Interlaken Inn & Resort

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (941 reviews)
"Great stay!"
United States
Aditya
The price is CA $137
CA $153 total
includes taxes & fees
May 27 - May 28
Berkshires Untold

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (931 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is CA $120
CA $165 total
includes taxes & fees
May 24 - May 25
Berkshire Mountain Lodge

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (894 reviews)
"Family friendly resort with amenities the whole family can enjoy!"
United States
Justina
The price is CA $175
CA $222 total
includes taxes & fees
May 18 - May 19
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (150 reviews)
"Historical room and free breakfast options at the country store were excellent "
United States
Joseph
The price is CA $470
CA $540 total
includes taxes & fees
May 31 - Jun 1
The White Hart

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
"Clean room "
United States
Casey
The price is CA $1,104
CA $1,349 total
includes taxes & fees
May 28 - May 29
Mayflower Inn & Spa, Auberge Collection

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,010 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is CA $202
CA $286 total
includes taxes & fees
May 27 - May 28
The Red Lion Inn

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is CA $410
CA $455 total
includes taxes & fees
Jun 2 - Jun 3
Manor House Inn

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful property and rooms."
United States
Kara
The price is CA $207
CA $228 total
includes taxes & fees
May 26 - May 27
Gedney Farm

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (25 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is CA $557
CA $668 total
includes taxes & fees
May 26 - May 27
Prospect Berkshires

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is CA $451
CA $545 total
includes taxes & fees
May 28 - May 29
The Old Inn On The Green

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (48 reviews)
"Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)"
United States
Maria
The price is CA $251
CA $280 total
includes taxes & fees
May 14 - May 15
Wilder House Berkshires

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is CA $119
CA $133 total
includes taxes & fees
May 20 - May 21
The Yankee Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice location. Can rent their pontoon boat."
United States
Paul
The price is CA $166
CA $186 total
includes taxes & fees
May 27 - May 28
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (991 reviews)
"Great stay! "
United States
Paige
The price is CA $348
CA $400 total
includes taxes & fees
May 19 - May 20
The Litchfield Inn

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, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is CA $243
CA $272 total
includes taxes & fees
May 20 - May 21
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,000 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is CA $162
CA $181 total
includes taxes & fees
May 27 - May 28
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is CA $130
CA $145 total
includes taxes & fees
Jun 11 - Jun 12
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 can I save on a North Canaan hotel booking with Expedia?
Members always get our best prices. Find our best North Canaan hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 $104 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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