Top 10 Hotels in Canaan, NY in 2026 (from CNY452)

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

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Where to stay in Canaan?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Canaan on Hotels.com. These Canaan hotels consistently deliver on quality, location and traveler experience. Last updated on October 4, 2026.

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

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 a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

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

1. Inn at Silver Maple Farm

East Chatham

CNY1,301

CNY1,457 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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

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

2. The Yankee Inn

Lenox

CNY711

CNY794 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern restaurant with wooden flooring, bar area, and seating arrangements.

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

3. Courtyard by Marriott Lenox Berkshires

Lenox

CNY842

CNY941 total

includes taxes & fees

Nov 1 - Nov 2

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

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

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

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

4. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

CNY627

CNY700 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

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

5. Hampton Inn & Suites Berkshires-Lenox

Lenox

CNY770

CNY860 total

includes taxes & fees

Nov 4 - Nov 5

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

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.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

6. Element by Marriott Lenox Berkshires

Lenox

CNY1,013

CNY1,131 total

includes taxes & fees

Nov 1 - Nov 2

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A hotel patio with outdoor seating and a fire pit.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

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

7. Hilton Garden Inn Lenox Pittsfield

Pittsfield

CNY858

CNY958 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

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

Pittsfield

CNY664

CNY742 total

includes taxes & fees

Nov 1 - Nov 2

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

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 covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

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

9. Shaker Mill Inn

West Stockbridge

CNY932

CNY1,023 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 hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

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

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

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

Great Barrington

CNY963

CNY1,076 total

includes taxes & fees

Nov 2 - Nov 3

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

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

A garden with wooden Adirondack chairs and a stone pathway.

A spacious lobby with a fireplace, seating area, and a bar.

11. Berkshire Mountain Lodge

Pittsfield

CNY575

CNY792 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

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

12. The Cornell Inn, Lenox & The Berkshires

Lenox

CNY1,029

CNY1,180 total

includes taxes & fees

Oct 27 - Oct 28

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

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

A cozy library with bookshelves, a fireplace, and comfortable seating.

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

13. Berkshires Untold

Lenox

CNY883

CNY986 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

14. Quality Inn Lee - Lenox South

Lee

CNY735

CNY821 total

includes taxes & fees

Oct 25 - Oct 26

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

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

A dining area with large windows, wooden furniture, and a view of a lake.

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

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

Lee

CNY775

CNY866 total

includes taxes & fees

Nov 1 - Nov 2

A building entrance with a large planter with purple flowers and a small tree.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A library with bookshelves, a television, and two armchairs.

16. Hotel On North

Pittsfield

CNY749

CNY837 total

includes taxes & fees

Nov 1 - Nov 2

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, a sofa, a coffee station, and a TV mounted on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

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

17. Howard Johnson by Wyndham Lenox

Lenox

CNY530

CNY592 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

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

Great Barrington

CNY637

CNY712 total

includes taxes & fees

Nov 2 - Nov 3

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 bathroom with a bathtub, toilet, and sink. There is a shower curtain, a towel rack, and a hairdryer.

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

19. Chatham Travel Lodge

Old Chatham

CNY750

CNY840 total

includes taxes & fees

Oct 5 - Oct 6

20. Berkshire Travel Lodge

Austerlitz

CNY453

CNY507 total

includes taxes & fees

Oct 5 - Oct 6

View all properties

Go beyond your typical stay in Canaan

Top landmarks in Canaan

Queechy Lake

Queechy Lake is 1.7 mi (2.7 km) from central Canaan, why not stop by during your stay.

See properties

Learn more about Canaan

Canaan is well-known for its attractions such as Queechy Lake and Hollow FIelds Reserve.

See all hotels in Canaan

Check out reviews of Canaan hotels guests love

Berkshire Mountain Lodge

Pittsfield

10/10 Exceptional

Elliott

Shaker Mill Inn

West Stockbridge

10/10 Exceptional

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Exceptional

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 bed, a chair, and a table by a large window overlooking a lake.

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

Prospect Berkshires

Egremont

10/10 Exceptional

Emily

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Exceptional

Gregory

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.

An outdoor patio with wooden tables and chairs, surrounded by greenery.

Gedney Farm

Great Barrington

10/10 Exceptional

Anonymous traveler

A two-story house with a brick entrance and a white facade.

A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

10/10 Exceptional

Charles

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

A gazebo in a lush garden with flowering plants and a large tree.

A spacious living room with a large window, a sofa, a chair, and a dining area.

A gazebo in a garden with a house in the background.

Harbour House Inn

Cheshire

10/10 Exceptional

Anonymous traveler

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.

Monument Mountain Motel

Great Barrington

10/10 Exceptional

We have stayed here a half dozen times, and if you are simply looking for a clean place to lay your head for the night with no frills, then this place is perfect! The rooms have always been clean and everything in good working order. So what that they don't have breakfast...there is an AMAZING breakfast spot right across the street. Take HALF the money you saved by avoiding big name hotels and you'll get a much better breakfast! We've never had noise issues, never felt "unsafe", and the staff is...

Anthony

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

The Little Lion

Great Barrington

10/10 Exceptional

Hong

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

10/10 Exceptional

Gipsy

Chatham Travel Lodge

Old Chatham

10/10 Exceptional

Anonymous traveler

A hotel with a covered entrance, stone facade, and arched windows.

A spacious living room with a stone fireplace, large windows, and modern furniture.

A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.

A spacious living area with a blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.

Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

10/10 Exceptional

Jenny

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

A cozy living room with a gray sofa, wooden ceiling beams, a black TV stand, and a dining area with a table and chairs.

A wooden deck with a staircase leading to a covered porch.

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.

Micosta Leisure Inn

Hudson

10/10 Exceptional

marisa

The Yankee Inn

Lenox

10/10 Exceptional

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Inn at Silver Maple Farm

East Chatham

10/10 Exceptional

Michelle

Berkshires Untold

Lenox

10/10 Exceptional

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

Frequently Asked Questions

How much does a hotel room cost in Canaan?

You can choose a great hotel in Canaan from CNY452 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Canaan that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Canaan hotels?

Discover great deals on Canaan hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Canaan hotels.

Can I book Canaan hotels with free cancellation?

It's easy to book a refundable Canaan hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some popular hotels in central Canaan?

If you're looking for hotels in central Canaan, check out Inn at Silver Maple Farm. Travelers love Inn at Silver Maple Farm for its location, as well as the free buffet breakfast, free parking and designer toiletries this bed & breakfast offers.

Keep exploring

Lodging