Hotels in Canaan, NY - Best Canaan Hotels from £54 - Fully Refundable Options

A calm lake with reflections of the sky and trees, surrounded by lush greenery and hills.

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Our top choices for Canaan hotels

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A wooden interior with a table, chair, and a view of a red barn through an open door.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

1. Inn at Silver Maple Farm

East Chatham

Linda

£146

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

2. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

£82

includes taxes & fees

15 Nov - 16 Nov

3. Berkshire Travel Lodge

Austerlitz

Kris

£57

includes taxes & fees

21 Oct - 22 Oct

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

4. The Yankee Inn

Lenox

Basil

£75

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A snack bar with shelves of snacks and a refrigerated display.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Ginger

£80

includes taxes & fees

17 Nov - 18 Nov

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

6. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

£66

includes taxes & fees

20 Oct - 21 Oct

A red building with a sign reading "Shaker Mill Inn."

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

7. Shaker Mill Inn

West Stockbridge

Steven

£102

includes taxes & fees

1 Nov - 2 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A covered outdoor area with stone pillars and a view of a road and green hills.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

8. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

£105

includes taxes & fees

1 Nov - 2 Nov

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

A hotel room with a bed, a nightstand with a lamp and phone, a chair, and framed pictures on the wall.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

9. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

£92

includes taxes & fees

1 Nov - 2 Nov

A group of people performing yoga in an outdoor setting with grass and trees.

A hotel room with a bed, two chairs, a small table, and a lamp.

A hotel room with a flat-screen TV, a microwave, a refrigerator, a wooden dresser, a bedside lamp, and a framed picture on the wall.

A motel with a row of rooms, a parking lot, and a hilly backdrop.

10. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

£56

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with white railings and hanging flower baskets.

A two-story building with a balcony, a red door, and a staircase leading to the second floor.

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

A building with a balcony covered in pink flowers, a paved driveway, and a car parked in the background.

11. Chatham Travel Lodge

Old Chatham

Patrick

£94

includes taxes & fees

21 Oct - 22 Oct

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

12. Berkshire Mountain Lodge

Pittsfield

Joel

£89

includes taxes & fees

10 Nov - 11 Nov

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

13. Berkshires Untold

Lenox

Madhavi R

£109

includes taxes & fees

1 Nov - 2 Nov

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A dining area with a glass table, red walls, and framed artwork.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

14. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

£132

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

An outdoor seating area with Adirondack chairs and a fire feature.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

15. Element by Marriott Lenox Berkshires

Lenox

Kirsty

£113

includes taxes & fees

8 Nov - 9 Nov

A hotel patio with outdoor seating and a fire pit.

A modern reception area with a green textured wall, a reception desk, and a coffee machine.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

16. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

£107

includes taxes & fees

1 Nov - 2 Nov

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside dock with kayaks and a covered boat ramp.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lodge with a large building and a dock by a lake, surrounded by forest.

17. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

£95

includes taxes & fees

15 Nov - 16 Nov

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A compact living space with a kitchenette, a dining area, and a sofa.

A modern apartment with a living room, kitchenette, and dining area.

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

18. The Central Downtown Inn & Suites

Pittsfield

Debra

£83

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

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

Great Barrington

Cynthia

£70

includes taxes & fees

17 Nov - 18 Nov

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

A motel with a parking lot, a swimming pool, and outdoor seating.

20. Berkshire Inn

Pittsfield

cheryl

£66

includes taxes & fees

18 Nov - 19 Nov

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Stay near popular Canaan attractions

Queechy Lake

Commune with nature and explore the great outdoors at Queechy Lake during your travels in Canaan. Discover the area's museums and shops.

See properties

Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

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Top Canaan Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"Lots of space, ample parking, indoor pool that is open until 11 PM. Great experience all around. Five minutes away from Jiminy Peak."

Berkshire Mountain Lodge

10/10 Excellent

"The room was clean, spacious, and the kitchen was well appointed."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"We had a fantastic one-night stay at The Cornell Inn! From the moment we checked in—where we were greeted with delicious brownies in the lobby—the staff were super nice and welcoming. They truly went above and beyond to make sure we had everything we needed. We stayed in K11 - The Edith Wharton Room, which featured a comfortable queen bed and was fully equipped with all the essentials, plus a lovely bottle of wine waiting for us. The hotel is spotlessly clean, and the decoration throughout is absolutely beautiful and cozy. The staff did a wonderful job with breakfast. Everything was fresh and delicious—do not skip it! We also loved the outside area. It was so relaxing to sit in a rocker chair, surrounded by beautiful vegetation, watching the fish. We highly recommend this inn and can't wait to return!"

Quality Inn Great Barrington

10/10 Excellent

"-"

The Yankee Inn

8/10 Good

"Lovely, super clean unit with nice furnishings, however, the dining chair cushions need a good cleaning as the dirt could be seen. There also was candy/gum stuck to one of the cushions and another cushion was completely loose from the chair. There was mention of a "two-burner hotplate" in the description, but the photos showed a two-burner electric stove top. What actually is there is a two-burner infared hotplate. Instructions on how to use it is posted on the wall above the sink, not on the wall above the hotplate. Unfortunately, we were assigned an end unit in Building #13, which is currently being renovated. There was a family occupying the unit above us. The children ran up and down the stair and allowed the outside door to slam each and every time until late in the evening. No noise during quiet hours though. :o)"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"G"

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"Sometimes staff is not available, pay more attention to gym, also rooms were not serviced and when service was requested the linens were not changed"

Pocketbook Hotel and Bath

8/10 Good

"Spa was lovely."

Berkshires Untold

10/10 Excellent

"Great room and great bar. It takes time but is worth it"

More cheap stays in Canaan