North Canaan Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending North Canaan hotels

Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (162)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is P9,618
P11,061 total
includes taxes & fees
Dec 17 - Dec 18
Blackberry River Inn
Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is P6,145
P7,067 total
includes taxes & fees
Dec 5 - Dec 6
Locust Tree Bed and Breakfast LLC
Property amenity
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
9.0 out of 10, Wonderful, (794)
"Place was great!"
United States
Benjamin
The price is P6,233
P7,986 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is P7,550
P11,048 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Red Lion Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (702)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
The price is P6,262
P6,995 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Desk, free cribs/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2.0 star property
Torrington
7.4 out of 10, Good, (1009)
"The room was clean and the staff is very friendly and helpful "
United States
janet
The price is P4,825
P5,549 total
includes taxes & fees
Dec 11 - Dec 12
Days Inn by Wyndham Torrington
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (757)
"Clean room, very courteous staff "
United States
Thomas
The price is P8,837
P9,871 total
includes taxes & fees
Dec 8 - Dec 9
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is P15,216
P18,958 total
includes taxes & fees
Dec 21 - Dec 22
Prospect Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is P4,389
P4,903 total
includes taxes & fees
Dec 7 - Dec 8
Travelodge by Wyndham Great Barrington Berkshires
Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (648)
"Great place. , good staff "
United States
ketul
The price is P3,432
P3,834 total
includes taxes & fees
Dec 21 - Dec 22
Econo Lodge Lee - Great Barrington
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

4.0 star property
Litchfield
9.0 out of 10, Wonderful, (957)
"Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!"
United States
Holly
The price is P15,918
P18,306 total
includes taxes & fees
Dec 7 - Dec 8
The Litchfield Inn
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
Lobby
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very Good, (1005)
"Clean room and good breakfast "
United States
Kelly
The price is P5,303
P5,923 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
8.2 out of 10, Very Good, (270)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
The price is P13,115
P15,083 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Interlaken Inn & Resort
Lobby
Quality Inn

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1000)
"Clean room, nice location "
United States
Devron
The price is P4,427
P4,945 total
includes taxes & fees
Dec 17 - Dec 18
Quality Inn
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (801)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (154)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is P12,384
P14,241 total
includes taxes & fees
Dec 5 - Dec 6
Cornwall Inn and Lodge
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is P6,480
P7,238 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Little Lion
Private kitchen
East Rock Inn

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is P7,902
P8,826 total
includes taxes & fees
Dec 17 - Dec 18
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular North Canaan attractions

Beckley Furnace Industrial Park

Explore the great outdoors at Beckley Furnace Industrial Park, a lovely green space in North Canaan.
See properties

Land of Nod Vineyard and Winery

You can enjoy a tasting or tour at Land of Nod Vineyard and Winery during your travels to North Canaan. Discover the area's waterfalls and countryside.
See properties

Top North Canaan Hotel Reviews

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

10/10 Excellent
"We stayed over Thanksgiving and it did not disappoint. The customer service was great, the indoor pools were clean, there were tons of activities for kids even over the holiday. We will be back!"
Jenna 2-night trip
Posted 4 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap stays in North Canaan

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

492 East Main St Torrington CT
The price is P4,825 per night from Dec 11 to Dec 12
P4,825
P5,549 total
Dec 11 - Dec 12
includes taxes & fees
7.2/10 Good! (1,009 reviews)

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.
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 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 by IHG 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 10 hotels and other accommodations to choose from. Find out more about North Canaan.
What should I do while I'm visiting North Canaan?
The picturesque setting of Housatonic River and Beckley Furnace Industrial Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Land of Nod Vineyard and Winery and Campbell Falls State Park. 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.

Explore a world of travel with Expedia