Book The Best Hotels in Canaan, CT for 2026 from CA $94 - 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 modern hotel lobby with seating areas, tables, and a reception desk.

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

A breakfast bar with a variety of food options including cereal, fruit, and yogurt.

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

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

Great Barrington

Cynthia

CA $126

CA $141 total

includes taxes & fees

Nov 18 - Nov 19

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.

2. Quality Inn Great Barrington

Downtown Great Barrington

Scott Patterson

CA $108

CA $120 total

includes taxes & fees

Nov 15 - Nov 16

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

A motel with a parking lot and several cars parked.

3. Monument Mountain Motel

Great Barrington

Andrea

CA $84

CA $94 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 modern hotel lobby with a seating area, a sofa, and a large window with curtains.

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

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

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

Great Barrington

CA $201

CA $225 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

5. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Ramakrishnan

CA $111

CA $124 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

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

6. Blackberry River Inn

Norfolk

Melanie

CA $245

CA $282 total

includes taxes & fees

Nov 2 - Nov 3

A covered porch with white railings and rocking chairs.

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

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.

7. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

CA $147

CA $169 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

8. the Alander

Copake

Luis

CA $224

CA $251 total

includes taxes & fees

Oct 30 - Oct 31

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

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

9. Days Inn by Wyndham Torrington

Torrington

Tyler

CA $115

CA $133 total

includes taxes & fees

Nov 12 - Nov 13

A large house with a balcony and a grassy yard.

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.

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

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

10. The Little Lion

Great Barrington

David

CA $145

CA $162 total

includes taxes & fees

Oct 26 - Oct 27

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

mary

CA $354

CA $407 total

includes taxes & fees

Nov 24 - Nov 25

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

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

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

12. Quality Inn Lee - Lenox South

Lee

James

CA $130

CA $145 total

includes taxes & fees

Nov 15 - Nov 16

A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

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

A coffee station with a Nescafé dispenser, a coffee machine, and a toaster.

A compact kitchen with a counter, a microwave, a coffee machine, and a refrigerator. There is a dining area with a table and chairs.

13. Econo Lodge Lee - Great Barrington

Lee

Fernando

CA $92

CA $102 total

includes taxes & fees

Nov 14 - Nov 15

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

14. East Rock Inn

Great Barrington

Sharon

CA $189

CA $211 total

includes taxes & fees

Nov 16 - Nov 17

A multi-story building with a balcony, a pond with rocks, and a tree.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

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.

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

South Lee

Michael

CA $164

CA $210 total

includes taxes & fees

Oct 27 - Oct 28

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

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

16. Wilder House Berkshires

Sheffield

Liliana

CA $243

CA $271 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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 covered porch with a dining area, a sofa, and decorative wall art.

17. The White Hart

Salisbury

William

CA $418

CA $480 total

includes taxes & fees

Nov 22 - Nov 23

A house with a stone patio and wooden stools.

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

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

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.

18. Little Cat Lodge

Copake Falls

Stacy

CA $202

CA $227 total

includes taxes & fees

Nov 24 - Nov 25

A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

A bar with wooden floors and shelves filled with bottles.

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

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

19. The Red Lion Inn

Stockbridge

Mallory

CA $221

CA $316 total

includes taxes & fees

Nov 15 - Nov 16

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

A two-story building with a balcony, outdoor seating area with umbrellas, and potted plants.

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

20. The Millerton Inn

Millerton

Chelsy

CA $309

CA $350 total

includes taxes & fees

Nov 3 - Nov 4

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Stay near popular Canaan attractions

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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C H Pease Museum

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

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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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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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Lawrence Field

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

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Learn more about Canaan

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

See all hotels in Canaan

Top Canaan Hotel Reviews

Quality Inn Great Barrington

10/10 Excellent

"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"

Days Inn by Wyndham Torrington

8/10 Good

"No coffee in room and breakfast was minimal"

Monument Mountain Motel

10/10 Excellent

"A dream to park outside my door! Very simple, clean, and comfortable room. Quiet! Wonderful people and an excellent location. My go to."

Quality Inn Lee - Lenox South

10/10 Excellent

"A"

The Red Lion Inn

8/10 Good

"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"

The Abner Hotel

10/10 Excellent

"What a charming in place! My daughter and I stayed there for a couple of nights during our Gilmore Girls weekend and it was a great spot to use as a home base for exploring the area and surrounding towns."

The Little Lion

10/10 Excellent

"Everything I needed in a motel and for a very reasonable price. I especially like the lack of check in, check out and room keys because it's remotely operated. I would gladly stay again."

Blackberry River Inn

10/10 Excellent

"It was a gorgeous stay, well beyond our expectations, so charming and perfect. And an incredible breakfast in a sun filled morning room."

Little Cat Lodge

10/10 Excellent

"The hotel was very quiet when we stayed in the off season."

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