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Oct 16 - Oct 17
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Our top choices for North Canaan hotels

A multi-story building with a balcony on the second floor, surrounded by trees with autumn leaves.
A two-story building with a flat roof, solar panels, and a small patio area.
A covered porch with white railings and rocking chairs.
A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

1. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
CA $149
CA $171 total
includes taxes & fees
Oct 20 - Oct 21
Locust Tree Bed and Breakfast LLC
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.
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.
A room with a fireplace, two striped armchairs, and a floral drape.

2. Blackberry River Inn

Blackberry River Inn
Norfolk
United States
Donna
CA $270
CA $310 total
includes taxes & fees
Oct 18 - Oct 19
Blackberry River Inn
A wooden deck with a swing chair and a bench overlooking a lake.
A tented area with lush greenery and a dining setup.
A modern hotel room with a bed, sofa, leather chair, and a small table.
A modern bar area with a counter, bar stools, and a variety of bottles.

3. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
CA $382
CA $439 total
includes taxes & fees
Nov 8 - Nov 9
Interlaken Inn & Resort
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".

4. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
CA $185
CA $206 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
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".
A garden with wooden Adirondack chairs and a stone pathway.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Joel
CA $121
CA $167 total
includes taxes & fees
Nov 10 - Nov 11
Berkshire Mountain Lodge
A building with a porch and multiple windows, surrounded by purple flowers.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A living room with a sofa, armchair, coffee table, and a patterned rug.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Michael
CA $166
CA $213 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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 large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.
A covered porch with a dining area, a sofa, and decorative wall art.

7. The White Hart

The White Hart
Salisbury
United States
William
CA $438
CA $504 total
includes taxes & fees
Nov 15 - Nov 16
The White Hart
A covered porch with wicker furniture, a table with drinks, and potted plants.
A dining area with wicker chairs, a patterned floor, and wall-mounted decorative plates.
A room with patterned wallpaper, a chandelier, a round table with stools, a fireplace, and a large plant.
A large, two-story building with a symmetrical facade, surrounded by well-manicured gardens and hedges.

8. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
Angela
CA $1,195
CA $1,457 total
includes taxes & fees
Nov 10 - Nov 11
Mayflower Inn & Spa, Auberge Collection
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
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.
A covered porch with wicker furniture and hanging flower baskets.

9. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
CA $224
CA $320 total
includes taxes & fees
Nov 8 - Nov 9
The Red Lion Inn
A patio with a round metal table, a glass of white wine, and a red umbrella.
A grand staircase with a wooden railing, leading to a room with large windows and a patterned ceiling.
A dining table with a plate of food and two wine glasses, set in a room with leather furniture and a fireplace in the background.
A cozy room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

10. Manor House Inn

Manor House Inn
Norfolk
United States
Kevin
CA $462
CA $513 total
includes taxes & fees
Oct 19 - Oct 20
Manor House Inn
A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.
An outdoor patio with wooden tables and chairs, surrounded by greenery.
A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.
A rustic barn-style venue with round tables and chairs, string lights, and a central bar area.

11. Gedney Farm

Gedney Farm
Great Barrington
United States
Terri
Gedney Farm
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.

12. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Conor
CA $402
CA $497 total
includes taxes & fees
Nov 16 - Nov 17
Prospect Berkshires
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 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 room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

13. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
CA $412
CA $497 total
includes taxes & fees
Nov 1 - Nov 2
The Old Inn On The Green
Interior detail
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 sign for 'Wilder House' with a maple leaf logo, established in 2023, and a date of 2023.

14. Wilder House Berkshires

Wilder House Berkshires
Sheffield
United States
Mark
CA $233
CA $260 total
includes taxes & fees
Oct 29 - Oct 30
Wilder House Berkshires
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 swimming pool with a surrounding deck, a stone wall, and a building in the background.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

15. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
CA $138
CA $154 total
includes taxes & fees
Oct 27 - Oct 28
The Yankee Inn
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 lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
CA $162
CA $181 total
includes taxes & fees
Nov 15 - Nov 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.
A long wooden table with potted plants and candle holders in a modern interior setting.
A spacious living room with a fireplace, a dining area, and a sofa.

17. The Litchfield Inn

The Litchfield Inn
Litchfield
United States
Jacqueline
CA $411
CA $472 total
includes taxes & fees
Nov 15 - Nov 16
The Litchfield Inn
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.
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.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Md
CA $204
CA $228 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Room
Meeting facility
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.

19. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Mark
CA $146
CA $163 total
includes taxes & fees
Nov 14 - Nov 15
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.
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.

20. The Little Lion

The Little Lion
Great Barrington
United States
Lidia
CA $147
CA $164 total
includes taxes & fees
Oct 20 - Oct 21
The Little Lion
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Stay near popular North 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

Land of Nod Vineyard and Winery

8.0/10 (1 review)
You can enjoy a tasting or tour at Land of Nod Vineyard and Winery during your travels to North Canaan. Discover the area's waterfalls and countryside.
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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Beckley Furnace Industrial Park

Explore the great outdoors at Beckley Furnace Industrial Park, a lovely green space in 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.
See properties

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?
See properties

Top North Canaan Hotel Reviews

The Abner Hotel

The Abner Hotel

10/10 Excellent
"A fantastic stay at this amazing hotel. Book this place—you won’t regret it!!"
Tim 3-night trip
Posted 1 hour ago
The Abner Hotel
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
Cynthia 1-night trip
Posted 15 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Blackberry River Inn

Blackberry River Inn

10/10 Excellent
"A beautiful, clean country inn with a delicious breakfast."
Emily 1-night trip
Posted 18 hours ago
Blackberry River Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Nice view and location for fall color."
Md 1-night trip
Posted 23 hours ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Wonderful"
Philippe 2-night trip
Posted 1 day ago
The Red Lion Inn
Monument Mountain Motel

Monument Mountain Motel

8/10 Good
"Clean rooms. Good parking. Convenient location. Quiet."
Ricky 1-night trip
Posted 2 days ago
Monument Mountain Motel
the Alander

the Alander

8/10 Good
"Super cute, fairly clean and such a lovely breakfast!"
Luis 2-night trip
Posted 2 days ago
the Alander
The Little Lion

The Little Lion

10/10 Excellent
"Good experience."
James 1-night trip
Posted 2 days ago
The Little Lion
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"good location, friendly helpful staff"
Scott Patterson 6-night trip
Posted 2 days ago
Quality Inn Great Barrington

More cheap stays in North Canaan

Quality Inn Great Barrington

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! (1,001 reviews)
Quality Inn Great Barrington
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

492 East Main St Torrington CT
CA $121
CA $139 total
Nov 12 - Nov 13
includes taxes & fees
Days Inn by Wyndham Torrington
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA
CA $126
CA $141 total
Nov 15 - Nov 16
includes taxes & fees
8.8/10 Excellent! (837 reviews)
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA
CA $131
CA $147 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Quality Inn Lee - Lenox South
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT
CA $184
CA $212 total
Oct 18 - Oct 19
includes taxes & fees
5.6/10 (827 reviews)
Americas Best Value Inn Torrington CT
the Alander

the Alander

7519 NY-22 Copake NY
CA $234
CA $262 total
Oct 30 - Oct 31
includes taxes & fees
the Alander

Hotels in North Canaan with star rating

Frequently asked questions

What is the best area to stay in North Canaan?
The best area to stay in North Canaan is the town centre, particularly around Main Street (Route 7) and Railroad Street.This central area offers the most convenience and access to local amenities. Main Street is where you'll find most of the town's shops, eateries, and services. It's a straightforward layout, making it easy to navigate on foot. You'll also be close to the historic Canaan Union Depot, a popular landmark.For couples looking for a relaxed getaway, staying near the town centre provides easy access to local dining and a pleasant stroll through a classic New England setting. You can enjoy the charm of the area without needing to drive everywhere.Travellers interested in exploring the surrounding Litchfield Hills region will find the town centre a practical base.
When is the best time to go to North Canaan?
The best time to go to North Canaan is during the late spring, summer, and autumn months, from May through to October, when the weather is most pleasant for outdoor activities and the region's natural beauty is at its peak.For those who appreciate comfortable temperatures and lush green landscapes, June, July, and August offer warm days superb for exploring the local hiking trails, enjoying the lakes, or simply relaxing outdoors. This period is also ideal for visiting nearby farms and enjoying fresh produce.Autumn, particularly September and October, is a spectacular time to visit due to the vibrant fall foliage. The rolling hills surrounding North Canaan transform into a canvas of reds, oranges, and yellows, making it a prime destination for scenic drives and photography.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in North Canaan.
How much is the nightly rate at a North Canaan hotel?
Prices for hotels in North Canaan often vary, but you can find a great deal from CA $95 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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