Hotels in North Canaan

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Where to stay in North Canaan?

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

A two-story building with a flat roof, solar panels, and a small patio area.

A covered porch with white railings and rocking chairs.

1. Locust Tree Bed and Breakfast LLC

East Canaan

$105

$121 total

includes taxes & fees

Oct 13 - Oct 14

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A grand hallway with a chandelier, a staircase, and a table with flowers.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

2. Blackberry River Inn

Norfolk

$190

$219 total

includes taxes & fees

Oct 13 - Oct 14

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

3. Quality Inn Great Barrington

Downtown Great Barrington

$78

$87 total

includes taxes & fees

Nov 10 - Nov 11

A modern hotel lobby with seating areas, tables, and a reception desk.

A breakfast area with a counter, coffee machine, and a display of pastries.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A kitchenette with a microwave, coffee maker, and coffee cups.

4. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

$83

$93 total

includes taxes & fees

Nov 10 - Nov 11

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A motel with a parking lot and several cars parked.

5. Monument Mountain Motel

Great Barrington

$67

$74 total

includes taxes & fees

Nov 1 - Nov 2

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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

Great Barrington

$144

$160 total

includes taxes & fees

Nov 2 - Nov 3

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.

A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

7. East Rock Inn

Great Barrington

$132

$147 total

includes taxes & fees

Nov 11 - Nov 12

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

8. Little Cat Lodge

Copake Falls

$152

$170 total

includes taxes & fees

Nov 2 - Nov 3

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

A bedroom with a large bed, a dresser, a chair, and a mirror.

9. Wilder House Berkshires

Sheffield

$187

$209 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

10. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

$79

$88 total

includes taxes & fees

Oct 13 - Oct 14

A wooden deck with a swing chair and a bench overlooking a lake.

A modern bar area with a counter, bar stools, and a variety of bottles.

A tented area with lush greenery and a dining setup.

A modern hotel room with a bed, sofa, leather chair, and a small table.

11. Interlaken Inn & Resort

Lakeville

$269

$309 total

includes taxes & fees

Oct 27 - Oct 28

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

12. the Alander

Copake

$170

$190 total

includes taxes & fees

Oct 13 - Oct 14

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A white two-story house with a front door, windows, and a chimney.

A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

13. The Old Inn On The Green

Great Barrington

$290

$350 total

includes taxes & fees

Nov 1 - Nov 2

A patio with a round metal table, a glass of white wine, and a red umbrella.

A cozy room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A large, two-story house with a steeply pitched roof, stone foundation, and a well-maintained garden with various shrubs and a fountain.

A grand staircase with a wooden railing, leading to a room with large windows and a patterned ceiling.

14. Manor House Inn

Norfolk

$349

$387 total

includes taxes & fees

Oct 19 - Oct 20

A large house with a balcony and a grassy yard.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

A two-story building with a gabled roof and a chimney.

15. The Little Lion

Great Barrington

$115

$128 total

includes taxes & fees

Oct 18 - Oct 19

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

A living room with a sofa, a coffee table, a fireplace, and a ceiling fan.

A compact kitchen with a wooden countertop, a coffee machine, and a small shelf with a hair dryer and cups.

A snow-covered landscape with a house and a sign that reads "the brooks".

16. The Brooks Motel

Hillsdale

$146

$163 total

includes taxes & fees

Oct 13 - Oct 14

An outdoor patio with a fire pit, seating, and umbrellas.

A long dining table set with multiple wine glasses, water glasses, and folded white napkins.

A bedroom with a large bed, a dresser, a chair, and a table. There are three windows with blinds, and a lamp is on a nightstand.

A bedroom with a bed, a sofa, a wooden bench, a window, and a door.

17. The Millerton Inn

Millerton

$279

$316 total

includes taxes & fees

Oct 13 - Oct 14

A dining table with pastries, a coffee pot, and a vase of sunflowers.

A bedroom with a wooden bed, bedside tables, a desk, and a chair.

A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

18. Granville House

Housatonic

$254

$284 total

includes taxes & fees

Oct 18 - Oct 19

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

A wooden wall with a white pendant light fixture.

A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.

19. Prospect Berkshires

Egremont

$284

$350 total

includes taxes & fees

Nov 10 - Nov 11

A hotel room with a bed, a desk, and two wall-mounted lamps.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A hotel room with a bed, two bedside tables, a desk, two chairs, and a large window with a view of greenery.

A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.

20. Econo Lodge Lee - Great Barrington

Lee

$65

$73 total

includes taxes & fees

Nov 6 - Nov 7

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Go beyond your typical stay in North Canaan

Pet friendly

Pool

Spa

Cottage

Family friendly

Top landmarks in North Canaan

C H Pease Museum

If museums are on your list of things to see, then you might want to head to C H Pease Museum, located in the heart of Canann Village Historic District.If you want to see more of the museums in Canann Village Historic District, Ashley House isn't far either.

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Land of Nod Vineyard and Winery

8.0/10 (1 review)

Travelers might want a tour of Land of Nod Vineyard and Winery, just one of the places to visit, and located 1.4 mi (2.3 km) from central North Canaan.

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North Canaan Town Hall

North Canaan Town Hall is worth a visit, located 0.8 mi (1.2 km) from central North Canaan.

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Beckley Furnace Industrial Park

Beckley Furnace Industrial Park is 1.9 mi (3 km) from central North Canaan, why not stop by during your stay. Want to stretch your legs some more? Head to Edith Scoville Memorial Sanctuary and Lawrence Field, both nearby.

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Connecticut Railroad Historical Museum

If museums are on your list of things to see, then you might want to head to Connecticut Railroad Historical Museum, located in the heart of North Canaan.If you want to see more of the museums in North Canaan, Ashley House isn't far either.

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Edith Scoville Memorial Sanctuary

If you like quiet time surrounded by flowers and greenery, then make a stop at Edith Scoville Memorial Sanctuary in the heart of North Canaan. Want to stretch your legs some more? Head to Lawrence Field, just a short walk away.

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Douglas Library

Douglas Library is worth a visit when in central Canann Village Historic District.

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Eddy Field

Eddy Field is 0.6 mi (1 km) from central North Canaan, why not stop by during your stay. Want to stretch your legs some more? Head to Lawrence Field and Edith Scoville Memorial Sanctuary, both nearby.

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Check out reviews of North Canaan hotels guests love

Monument Mountain Motel

8/10 Good

"This was a fine place for a one-night stay while passing through the area. The room was nothing special, but it was clean and comfortable. The morning breakfast had rather limited selections."

Days Inn by Wyndham Torrington

8/10 Good

"Dated building and area , no elevator , towels not replaced daily , no exter to in room , min. On roll provided , yogurt, fruit cup , and carbs for breakfast , no juice"

The Red Lion Inn

8/10 Good

"We had a nice stay at the Red Lion Inn. Our room was clean and had a fireplace, but did not have a mini-refrigerator and the TV was placed to the side of the bed. The restaurant charged a lot ($65 for a filet mignon entree) and the food was not up to that price. The bread and salad were a la carte. The whole place seemed in need of a refresh."

Little Cat Lodge

10/10 Excellent

"Peaceful beautiful property. In the autumn the Lobby is open just for breakfast ."

Quality Inn Great Barrington

8/10 Good

"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"The room was incredible. Just need to be a little friendly at the arrival."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"Excellent room! Clean and good breakfast!"

The Litchfield Inn

10/10 Excellent

"Wonderful stay! Beautiful property and pool, breakfast was delicious."

the Alander

10/10 Excellent

"I wanted to sit by the firepit with my delicious Lobster Bisque from their restaurant and Reid jumped in right away and offered to start up the Firepit for me. I love the attention to the guest. It's the little things. Thank you for a good night's rest."

Frequently asked questions

What hotels do travelers recommend in North Canaan?

Guests like Blackberry River Inn, Locust Tree Bed and Breakfast LLC and Interlaken Inn & Resort.

Can I book refundable hotels in North Canaan?

If you're looking for the flexibility to change your plans to North Canaan, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in North Canaan if I want a vacation rental instead of a traditional hotel?

You'll find 8 vacation homes on our site.

What will the weather in North Canaan be like during my vacation?

The warmest months in North Canaan are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and December.

Why should I book my North Canaan hotel through Hotels.com?

There are plenty of reasons to book your North Canaan travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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