Book The Best Hotels in Canaan, CT for 2026 from CA $95 - Fully Refundable Options

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Go beyond your typical stay in Canaan

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Our top choices for Canaan hotels

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 wooden desk, a television, a mirror, and a bathroom visible through an open door.

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

A Quality Inn sign, a brick building, and a parking lot with cars.

1. Quality Inn Great Barrington

Downtown Great Barrington

Scott Patterson

CA $107

CA $120 total

includes taxes & fees

Nov 8 - Nov 9

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

A hotel room with two beds, a desk, a TV, and a window with curtains.

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

Great Barrington

Cynthia

CA $117

CA $131 total

includes taxes & fees

Nov 17 - Nov 18

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

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

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

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

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

Great Barrington

CA $203

CA $227 total

includes taxes & fees

Nov 2 - Nov 3

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 room with a fireplace, two striped armchairs, and a floral drape.

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

4. Blackberry River Inn

Norfolk

Donna

CA $239

CA $275 total

includes taxes & fees

Nov 4 - Nov 5

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

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.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

5. Monument Mountain Motel

Great Barrington

Andrea

CA $85

CA $95 total

includes taxes & fees

Nov 1 - Nov 2

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 dining room with a wooden table, chairs, a vase with flowers, and red curtains.

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

6. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

CA $148

CA $171 total

includes taxes & fees

Oct 19 - Oct 20

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

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

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

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

7. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Mark

CA $112

CA $125 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

8. the Alander

Copake

Luis

CA $198

CA $222 total

includes taxes & fees

Oct 19 - Oct 20

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.

9. East Rock Inn

Great Barrington

Sharon

CA $170

CA $190 total

includes taxes & fees

Nov 17 - Nov 18

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

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

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

10. Wilder House Berkshires

Sheffield

Mark

CA $245

CA $274 total

includes taxes & fees

Oct 28 - Oct 29

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

11. Quality Inn Lee - Lenox South

Lee

Lucinda

CA $131

CA $146 total

includes taxes & fees

Nov 15 - Nov 16

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.

12. Interlaken Inn & Resort

Lakeville

Stacie

CA $381

CA $438 total

includes taxes & fees

Nov 8 - Nov 9

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 room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

13. The Little Lion

Great Barrington

Lidia

CA $146

CA $163 total

includes taxes & fees

Oct 18 - Oct 19

A bedroom with a large bed, a chair, and a window with curtains.

A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.

A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

14. The White Hart

Salisbury

William

CA $437

CA $502 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

A bathroom with a bathtub, toilet, and granite countertop sink.

A Days Inn sign with a sunburst design, surrounded by trees.

A breakfast bar with a coffee machine, toaster, and various food items.

15. Days Inn by Wyndham Torrington

Torrington

Alyson

CA $120

CA $138 total

includes taxes & fees

Nov 12 - Nov 13

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 motel with a parking lot, a signboard, and a lawn with plants.

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

16. Econo Lodge Lee - Great Barrington

Lee

Anna

CA $93

CA $103 total

includes taxes & fees

Nov 7 - Nov 8

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 house with a stone patio and wooden stools.

17. Little Cat Lodge

Copake Falls

Stacy

CA $191

CA $214 total

includes taxes & fees

Nov 17 - Nov 18

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A bar with wooden floors and shelves filled with bottles.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

18. The Red Lion Inn

Stockbridge

Stephan

CA $223

CA $319 total

includes taxes & fees

Nov 8 - Nov 9

A building with a porch and multiple windows, surrounded by purple flowers.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

A café with a display case, a frozen food section, and a marketplace sign.

19. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Michael

CA $165

CA $212 total

includes taxes & fees

Oct 20 - Oct 21

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

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.

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.

20. The Old Inn On The Green

Great Barrington

Catherine

CA $410

CA $495 total

includes taxes & fees

Nov 1 - Nov 2

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Stay near popular Canaan attractions

C H Pease Museum

You can spend time browsing the exhibits at C H Pease Museum during your travels in Canann Village Historic District.

See properties

North Canaan Town Hall

North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?

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Connecticut Railroad Historical Museum

You can spend time browsing the exhibits at Connecticut Railroad Historical Museum during your trip to North Canaan.

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Eddy Field

Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.

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Edith Scoville Memorial Sanctuary

Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.

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Douglas Library

Douglas Library is just one of the places to see in Canann Village Historic District, so why not enjoy the other things to explore during your travels?

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Lawrence Field

Explore the great outdoors at Lawrence Field, a lovely green space in North Canaan.

See properties

Learn more about Canaan

Love the countryside and dining out? Get away to Canaan!

See all hotels in Canaan

Top Canaan Hotel Reviews

The Red Lion Inn

10/10 Excellent

"This place is a must stay! We loved every bit of it and had a best time!!! Def recommend 100%"

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"Property grounds weren’t maintained well. Bathroom faucet was lose."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"We were able to get rental as a last minute deal for a villa here and we're very pleased with the property. The two rooms were very spacious each with its own bathroom, one with jacuuzi. Was quiet and you don't see or hear neighbor next to you. The rooms were quite roomy. All amenities in kitchen and nice livingroom/dining area. Nice outdoor seating with table and nice view of mountains. Only issue encountered was figuring out how the showers worked, figured it out by pulling down a round lever on bottom of faucet. Very clean and spacious, nice experience."

The Little Lion

10/10 Excellent

"Quaint location that is loosely tied to the Historic Red Lion Inn at Stockbridge. There is no on site staff so everything is done through texting. You do get access to the Red Lion Inn which was a wonderful "amenity" without the cost of staying there. The Little Lion is a roadside motel with about 14 or 15 units. Very clean and obviously quiet. Was a great home base for a couple of days while we tooled around the Berkshires. Would definitely book again!"

Days Inn by Wyndham Torrington

10/10 Excellent

"I loved the indoor pool, the breakfast and the housekeeping! The front desk was amazing and very helpful"

the Alander

10/10 Excellent

"Clean, comfortable, quirky, wonderful host, fantastic restaurant, beautiful surroundings."

Quality Inn Great Barrington

8/10 Good

"The hotel is in a good location. There are some good restaurants within walking distance. Only one complaint is that the bathroom fan is very loud."

Quality Inn Lee - Lenox South

8/10 Good

"Pleasant stay, nice and clean conditions."

Belden House & Mews

10/10 Excellent

"The staff the rooms the atmosphere location the FOOD. Well deserved best hotel in the state by far."

More cheap stays in Canaan

Quality Inn Great Barrington

372 Main Street Great Barrington MA

CA $107

CA $120 total

Nov 8 - Nov 9

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)