North Canaan Hotels

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check North Canaan hotel prices

Tonight
Nov 21 - Nov 22
Tomorrow night
Nov 22 - Nov 23
This weekend
Nov 22 - Nov 24
Next weekend
Nov 29 - Dec 1

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending North Canaan hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection
BBQ/picnic area
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Need some upgrades "
The price is P5,610
P6,266 total
includes taxes & fees
Dec 5 - Dec 6
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1001)
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. The dinner was delicious. Plenty of seats but gave us a table facing wall (but near window) —why not more in middle of room area with more interesting view! And same table for breakfast and...
The price is P10,147
P13,970 total
includes taxes & fees
Dec 2 - Dec 3
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (568)
"The unit was perfect in size, very good quality of towels. For the cribs, they provided new sheets and blanket that was important for us. "
The price is P5,979
P7,501 total
includes taxes & fees
Nov 26 - Nov 27
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Free WiFi, bed sheets
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (404)
"This was a comfortable, clean room in a great little shopping and dining neighborhood. The staff was very friendly and helpful. I look forward to staying here again! "
The price is P6,233
P6,962 total
includes taxes & fees
Nov 24 - Nov 25
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Little Lion
Exterior
The Little Lion
3.0 star property
8.8 out of 10, Excellent, (435)
"We stayed at the Little Lion for one night, this past weekend. We actually stayed at this motel years ago, when it was under different ownership. The price was reasonable for the area, as it is in-between seasons. As the website states, this is a contact-free motel, so there is no staff on-site. While this did not bother us, it may be concerning/confusing to some. Email communication prior to our arrival was great. We were sent a text before the 3:00 check-in time, with a code to get into...
The price is P4,282
P4,784 total
includes taxes & fees
Dec 5 - Dec 6
The Little Lion
The Cornell Inn, Lenox
Porch
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1029)
"We were greeted warmly upon arrival with hot beverages and brownies. There were bakery items available all during our stay, and the property features a quaint little bar with many offerings. The breakfast was served in a bright and very well-appointed room with a fireplace and the staff were very friendly and attentive. The food was very nicely presented and delicious. This is a wonderful bed and breakfast at a very affordable price. Will definitely return. "
The price is P7,189
P8,431 total
includes taxes & fees
Nov 25 - Nov 26
The Cornell Inn, Lenox
Quality Inn
1 bedroom, premium bedding, pillowtop beds, desk
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1041)
"The young man who worked the Saturday evening shift until 11 ,was a true gentleman "
The price is P4,195
P4,686 total
includes taxes & fees
Dec 4 - Dec 5
Quality Inn
Lakehouse Inn
Aerial view
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is P7,896
P9,261 total
includes taxes & fees
Nov 23 - Nov 24
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (672)
"Great hotel with nice staff and facilities. Close to grocery, restaurants and Stockbridge tourist attractions."
The price is P8,957
P10,005 total
includes taxes & fees
Nov 24 - Nov 25
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Premium bedding, pillowtop beds, in-room safe, desk
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (564)
"Look clean, great staffs."
The price is P6,953
P7,767 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is P11,195
P12,505 total
includes taxes & fees
Nov 24 - Nov 25
Chambery Inn
Blackberry River Inn
Library
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (91)
"The room with bathroom was very comfortable and clean. The property was extensive and well maintained. Breakfast choices were extensive and our choices were delicious and cooked by Lucas."
The price is P9,237
P10,622 total
includes taxes & fees
Nov 25 - Nov 26
Blackberry River Inn
Monument Mountain Motel
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
2.5 star property
8.8 out of 10, Excellent, (678)
"Nice people operating a very clean, comfortable motel. A bargain."
The price is P3,919
P4,377 total
includes taxes & fees
Nov 24 - Nov 25
Monument Mountain Motel
Little Cat Lodge
Seasonal outdoor pool
Little Cat Lodge
2.0 star property
9.0 out of 10, Wonderful, (27)
"Loved the place just go! "
The price is P11,490
P12,410 total
includes taxes & fees
Nov 24 - Nov 25
Little Cat Lodge
Quality Inn
Lobby
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1006)
"Clean and quiet. Easy check in. Nice breakfast "
The price is P4,302
P4,805 total
includes taxes & fees
Dec 5 - Dec 6
Quality 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, (367)
"Nice room at reasonable price with breakfast included. "
The price is P6,187
P7,115 total
includes taxes & fees
Nov 23 - Nov 24
Locust Tree Bed and Breakfast LLC
Whistler's Inn Bed & Breakfast
Property grounds
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is P7,637
P9,650 total
includes taxes & fees
Nov 25 - Nov 26
Whistler's Inn Bed & Breakfast
Brook Farm Inn
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is P11,431
P12,769 total
includes taxes & fees
Nov 25 - Nov 26
Brook Farm Inn
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington
2.0 star property
6.2 out of 10, (578)
"We were looking for a place not too expensive to just spend the night. This place fit the bill; clean and comfy. Bathroom needed some work and the floors were quite slippery, just coming in from the bad weather. Nothing a few scatter rugs and bathmat could fix. Bed was comfortable and a nice little dining table for 2 near the window. We'd stay there again."
The price is P3,536
P3,949 total
includes taxes & fees
Nov 24 - Nov 25
Econo Lodge Lee - Great Barrington
East Rock Inn
Exterior
East Rock Inn
2.0 star property
9.2 out of 10, Wonderful, (12)
"Love this motel. Visit the area monthly, this was my 5th visit at East Rock, every time has been perfect."
The price is P6,481
P7,240 total
includes taxes & fees
Dec 5 - Dec 6
East Rock Inn
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.
Don't see what you're looking for?
See all available properties in North Canaan
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Where is the best place for a stay in North Canaan?

Blackberry River Inn is a favorite property for Expedia customers. This B&B offers free breakfast and free parking. Locust Tree Bed and Breakfast LLC is another favorite option for your trip based on reviews. See all available top hotels, or vacation rentals in North Canaan.

If I need to cancel my hotel reservation in North Canaan, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in North Canaan.

Where can I learn more about changing or cancelling my trip to North Canaan?

For more information about picking new dates or cancelling your trip to North Canaan, head over to our customer service page.

What's the best accommodation for a couple visiting North Canaan?

Locust Tree Bed and Breakfast is a favorite 3-star B&B for couples, and features pillowtop beds and cable TV. See all romantic hotels in North Canaan.

What is the favorite LGBTQ-friendly hotel 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's the best pet-friendly place to stay in North Canaan?

Blackberry River Inn is a top dog-friendly B&B, and offers an outdoor pool and a library for its human guests.

What are some hotels with pools in North Canaan?

Blackberry River Inn: Features cooked-to-order, a seasonal outdoor pool, and free self parking. The Red Lion Inn and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel are a couple of other choices that feature an onsite pool. View all hotels with pools in North Canaan.

What is staying in North Canaan like?

Visitors to North Canaan are sure to find plenty to explore and enjoy. In North Canaan, there are 9 hotels and other accommodations to choose from. Find out more about North Canaan.

What should I do while I'm visiting North Canaan?

Favorite places to visit include Housatonic River, Land of Nod Vineyard and Winery, and Lawrence Field. A couple of additional sights to add to your agenda are Edith Scoville Memorial Sanctuary and Connecticut Railroad Historical Museum. Check out what more to see and do in Expedia's North Canaan guide.

What's the weather like in North Canaan?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.